Description

S-acetyl-dPEG®12-OH, product number QBD-10939, contains an acetyl-protected thiol on a medium-length (36 atoms, 43.1 Å) hydroxy-terminated, discrete polyethylene glycol (dPEG®) linker. This product can be used to thiolate biomolecules.

Bioconjugation frequently employs thiolation because the reactions to install thiol groups on molecules or to react with molecules containing sulfhydryl groups are relatively simple and often chemoselective. The thioacetyl group is intended to install an acetyl-protected thiol onto biomolecules. While installing a protected thiol through a reaction between a carboxylic acid and a primary amine is widely popular in bioconjugation technology, it is not always possible or feasible. S-acetyl-dPEG®12-OH permits the installation of a protected thiol through a short, hydroxy-terminated discrete PEG® linker. Hydroxylamine hydrochloride (CAS number 5470-11-1) easily removes the S-acetyl group that protects the thiol, thus exposing the sulfhydryl for subsequent reaction. One application for S-acetyl-dPEG®12-OH is the modification of nucleic acids using phosphoramidite chemistry.

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Description

dPEG®12-SATA, also known as S-acetyl-dPEG®12-NHS ester, product number QBD-10852, is one of Quanta BioDesign’s versions of the widely popular thiolation reagent N-succinimidyl-S-acetylthioacetate (SATA). The acetyl-protected thiol is separated from the N-hydroxysuccinimidyl (NHS) ester by an amphiphilic, discrete polyethylene glycol (dPEG®) spacer. The medium-length (39 atoms, 46.8 Å), flexible dPEG®12 spacer makes the product water soluble.
Thiolation is the process of adding a sulfhydryl group to a molecule. Bioconjugation frequently employs thiolation because the reactions to install thiol groups on molecules or to react molecules with sulfhydryl groups are simple and often chemoselective. The widely popular SATA reagent thiolates molecules with available amines via the NHS ester. Removal of the acetyl protecting group from the sulfhydryl permits crosslinking between the SATA-modified compound and a target molecule of interest that contains a thiol-reactive group, such as maleimide. Unfortunately, the classic SATA reagent is hydrophobic and must be dissolved in a dry, water-miscible organic solvent before use.

Vector Laboratories’ dPEG®12-SATA inserts a single molecular weight spacer between the protected thiol and the NHS ester. The dPEG® spacer imparts water solubility to the molecule, allowing dPEG®12-SATA to dissolve and react in water without the need for an organic solvent. Also, the dPEG®12 spacer adds hydrodynamic volume to the molecule to which it is conjugated, reducing aggregation and precipitation of proteins conjugated to dPEG®12-SATA. Hydroxylamine hydrochloride (CAS number 5470-11-1) easily removes the acetyl protecting group, exposing the sulfhydryl moiety for further reactions, for example, crosslinking to thiols or thiol-reactive groups like maleimides, bromoacetamides, and so forth. Any application that can be carried out with a traditional, non-PEGylated SATA reagent can be carried out with our SATA containing a dPEG® spacer.

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 2nd Edition, Elsevier Inc., Burlington, MA 01803, April, 2008 (ISBN-13: 978-0-12-370501-3; ISBN-10: 0-12-370501-0). References to SATA which can be directly applied to the dPEG® pegylation versions: a) general description and use, p 71; b) modification of antibodies, pp 759; c)modification of amines on nucleus and DNA probes, p. 984 and d) modification of enzymes, avidin and streptavidin with pp. 90, 909 and 919.

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Silica-Shelled Single Quantum Dot Micelles as Imaging Probes with Dual or Multimodality. Rumiana Bakalova, Zhivko Zhelev, Ichio Aoki, Hideki Ohba, Yusuke Imai, and Iwao Kanno. Anal. Chem. 2006, 78 (16) pp 5925–5932. July 14, 2006. DOI: 10.1021/ac060412b.

Description

Methoxytrityl-S-dPEG®12-acid, product number QBD-10846, permits the introduction of a protected thiol-dPEG® spacer/linker onto a molecule by reaction with a free amine. The dPEG®12 linker is functionalized with a methoxytrityl (Mmt)-protected thiol group one end and an amine-reactive propionic acid moiety on the other. The Mmt protecting group is easily removed under relatively mild conditions using dilute trifluoroacetic acid (TFA) with a scavenger.

QBD-10846 permits our customers to insert a medium-length (39 atoms, 46.8 Å) dPEG® into a peptide chain using familiar solid phase or solution phase chemistry. The dPEG® can be inserted at the N-terminus of a peptide chain or on any amino acid side chain with an exposed free amine. In addition, the dPEG® spacer can be used simply to provide additional distance in a synthetic construct where steric hindrance is a problem. The amphiphilic nature of dPEG® means that the construct will gain some degree of water solubility while remaining soluble in organic solvent. The Mmt protecting group removes relatively easily with a dilute solution of TFA that also contains a scavenger such as triethylsilane (TES) or triisopropylsilane (TIPS). Once the thiol group is deprotected, it can be reacted with another thiol to form a disulfide bond or with any thiol-reactive group such as maleimide, bromoacetamide, alkene (thiol-ene reaction) or alkyne (thiol-yne reaction).

Upon activation, Methoxytrityl-S-dPEG®12-acid reacts with any free amine, whether on a peptide, surface, or other molecule. This allows for a broad range of applications where this product can be employed to convert an amine to a thiol.

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Gold Nanoparticles Functionalized with Peptides for Specific Affinity Aggregation Assays of Estrogen Receptors and Their Agonists. Yoshiyuki Takatsuji, Shinya Ikeno and Tetsuya Haruyama. Sensors. 2012, 12 (4), pp 4952-4961. April 18, 2012. DOI: 10.3390/s120404952.

Description

Methoxytrityl-S-dPEG®4-acid, product number QBD-10301, permits the introduction of a protected thiol-dPEG® spacer/linker onto a molecule by reaction with a free amine. The methoxytrityl (Mmt) protected thiol deprotects under mild conditions using dilute trifluoroacetic acid (TFA) with a scavenger. This compound is useful in peptide synthesis and modification, where a free thiol must be introduced into the parent molecule.

Product number QBD-10301 permits our customers to insert a short (16 atom, 18.3Å) dPEG® into a peptide chain using familiar solid phase or solution phase chemistry. Upon activation, Methoxytrityl-S-dPEG®4-acid reacts with any free amine. This allows for a broad range of situations where this product can be employed to convert an amine to a thiol. The dPEG® can be inserted at the N-terminus of a peptide chain or on any amino acid side chain with an exposed free amine. In addition, the short dPEG® spacer can be used simply to provide additional distance in a synthetic construct where steric hindrance is a problem. The amphiphilic nature of dPEG® means that the construct will gain some degree of water solubility while remaining soluble in organic solvent. The Mmt protecting group removes relatively easily with a dilute solution of TFA that also contains a scavenger such as triethylsilane (TES) or triisopropylsilane (TIPS). Once the thiol group is deprotected, it can be reacted with another thiol to form a disulfide bond or with any thiol-reactive group such as maleimide, bromoacetamide, alkene (thiol-ene reaction) or alkyne (thiol-yne reaction).

Specifications

Documents

References

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Gold Nanoparticles Functionalized with Peptides for Specific Affinity Aggregation Assays of Estrogen Receptors and Their Agonists. Yoshiyuki Takatsuji, Shinya Ikeno and Tetsuya Haruyama. Sensors. 2012, 12 (4), pp 4952-4961. April 18, 2012. DOI: 10.3390/s120404952.

Description

dPEG®24-SATA, also known as S-acetyl-dPEG®24-NHS ester, product number QBD-10188, is one of Quanta BioDesign’s versions of the widely popular thiolation reagent N-succinimidyl-S-acetylthioacetate (SATA). The acetyl-protected thiol is separated from the N-hydroxysuccinimidyl (NHS) ester by an amphiphilic, discrete polyethylene glycol (dPEG®) spacer. The long, flexible dPEG®24 spacer adds water solubility to the product.

Thiolation is the process of adding a sulfhydryl group to a molecule. Bioconjugation frequently employs thiolation because the reactions to install thiol groups on molecules or to react molecules with sulfhydryl groups are simple and often chemoselective.

The widely popular SATA reagent thiolates molecules with available amines via the NHS ester. Removal of the acetyl protecting group from the sulfhydryl permits crosslinking between the SATA-modified compound and a target molecule of interest that contains a thiol-reactive group, such as maleimide. Unfortunately, SATA is hydrophobic. Consequently, before use, SATA must be dissolved in a dry, water-miscible organic solvent.

Vector Laboratories’ dPEG®24-SATA inserts a single molecular weight spacer between the protected thiol and the NHS ester. The dPEG® spacer imparts water solubility to the molecule, allowing dPEG®24-SATA to dissolve and react in water without the need for an organic solvent. Also, the dPEG®24 spacer adds hydrodynamic volume to the molecule to which it is conjugated, reducing aggregation and precipitation of proteins conjugated to dPEG®24-SATA.

Hydroxylamine hydrochloride (CAS number 5470-11-1) easily removes the acetyl protecting group, exposing the sulfhydryl moiety for further reactions, for example, crosslinking to thiols or thiol-reactive groups like maleimides, bromoacetamides, and so forth. Any application that can be carried out with a traditional, non-PEGylated SATA reagent can be carried out with our SATA containing a dPEG® spacer.

Specifications

Documents

References

1. Greg T. Hermanson, Bioconjugate Techniques, 2nd Edition, Elsevier Inc., Burlington, MA 01803, April, 2008 (ISBN-13: 978-0-12-370501-3; ISBN-10: 0-12-370501-0). References to SATA which can be directly applied to the dPEG® pegylation versions: a) general description and use, p 71; b) modification of antibodies, pp 759; c)modification of amines on nucleus and DNA probes, p. 984 and d) modification of enzymes, avidin and streptavidin with pp. 90, 909 and 919.
2. Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.
3. Silica-Shelled Single Quantum Dot Micelles as Imaging Probes with Dual or Multimodality. Rumiana Bakalova, Zhivko Zhelev, Ichio Aoki, Hideki Ohba, Yusuke Imai, and Iwao Kanno. Anal. Chem. 2006, 78 (16) pp 5925–5932. July 14, 2006. DOI: 10.1021/ac060412b

Description

dPEG®8-SATA, also known as S-acetyl-dPEG®8-NHS ester, product number QBD-10184, is one of Quanta BioDesign’s versions of the widely popular thiolation reagent N-succinimidyl-S-acetylthioacetate (SATA). The acetyl-protected thiol is separated from the N-hydroxysuccinimidyl (NHS) ester by an amphiphilic, discrete polyethylene glycol (dPEG®) spacer. The dPEG® spacer adds water solubility to the product.

Thiolation is the process of adding a sulfhydryl group to a molecule. Bioconjugation frequently employs thiolation because the reactions to install thiol groups on molecules or to react molecules with sulfhydryl groups are simple and often chemoselective.

The widely popular SATA reagent thiolates molecules with available amines via the NHS ester. Removal of the acetyl protecting group from the sulfhydryl permits crosslinking between the SATA-modified compound and a target molecule of interest that contains a thiol-reactive group, such as maleimide. Unfortunately, SATA is hydrophobic. Consequently, before use, SATA must be dissolved in a dry, water-miscible organic solvent.

Vector Laboratories’ dPEG®8-SATA inserts a single molecular weight octaethylene glycol (dPEG®8) spacer between the protected thiol and the NHS ester. The dPEG® spacer imparts water solubility to the molecule, allowing dPEG®8-SATA to dissolve and react in water without needing an organic solvent. Also, the dPEG®8 spacer adds hydrodynamic volume to the molecule to which it is conjugated. Increasing the hydrodynamic volume reduces aggregation and precipitation of proteins conjugated to dPEG®8-SATA. Hydroxylamine hydrochloride (CAS number 5470-11-1) easily removes the acetyl protecting group, exposing the sulfhydryl moiety for further reaction. Any application that can be carried out with a traditional, non-PEGylated SATA reagent can be carried out with our SATA containing a dPEG® spacer.

Specifications

Documents

References

1. Greg T. Hermanson, Bioconjugate Techniques, 2nd Edition, Elsevier Inc., Burlington, MA 01803, April, 2008 (ISBN-13: 978-0-12-370501-3; ISBN-10: 0-12-370501-0). References to SATA which can be directly applied to the dPEG® pegylation versions: a) general description and use, p 71; b) modification of antibodies, pp 759; c)modification of amines on nucleus and DNA probes, p. 984 and d) modification of enzymes, avidin and streptavidin with pp. 90, 909 and 919.
2. Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.
3. In vitro and in vivo evaluation of a non-carbohydrate targeting platform for lysosomal proteins, James E. Stefano, Lihui Hou, Denise Honey, Josephine Kyazike, Anna Park, Qun Zhou, Clark Q. Pan, Tim Edmunds. Journal of Controlled Release. 2009, 2 (135), pp 113-118. April 17, 2009. DOI: 10.1016/j.jconrel.2008.12.006.
4. Silica-Shelled Single Quantum Dot Micelles as Imaging Probes with Dual or Multimodality. Rumiana Bakalova, Zhivko Zhelev, Ichio Aoki, Hideki Ohba, Yusuke Imai, and Iwao Kanno. Anal. Chem. 2006, 78 (16) pp 5925–5932. July 14, 2006. DOI: 10.1021/ac060412b.
5. Immobilization of His-tagged endoglucanase on gold via various Ni-NTA self-assembled monolayers and its hydrolytic activity. Nakamura I, Makino A, Ohmae M, Kimura S. Macromolecular Bioscience. 2010, 10 (10) pp1265-1272. October 8, 2010. 10.1002/mabi.201000189.
6. Array-based fluorescence assay for serine/threonine kinases using specific chemical reaction. Shoji Akita, Naoki Umezawa, Nobuki Kato, Tsunehiko Higuchi. Bioorganic & Medicinal Chemistry. 2008, 16 (16) pp 7788-94. July 1, 2008. 10.1016/j.bmc.2008.07.007
7. A new class of nontoxic nanoparticle tags based on surface enhanced Raman scattering. Qian, X.-M.; Ansari, D.; Nie, Shuming. Colloidal Quantum Dots for Biomedical Applications II. 2007, Proceedings of the SPIE, Volume 6448, article id. 64480O. February 1, 2007. 10.1117/12.718459.

Description

dPEG®4-SATA, also known as S-acetyl-dPEG®4-NHS ester, product number QBD-10181, is one of Quanta BioDesign’s versions of the widely popular thiolation reagent N-succinimidyl-S-acetylthioacetate (SATA). The acetyl-protected thiol is separated from the N-hydroxysuccinimidyl (NHS) ester by an amphiphilic, discrete polyethylene glycol (dPEG®) spacer. The dPEG® spacer adds water solubility to the product.

Thiolation is the process of adding a sulfhydryl group to a molecule. Bioconjugation frequently employs thiolation because the reactions to install thiol groups on molecules or to react molecules with sulfhydryl groups are simple and often chemoselective.

The widely popular SATA reagent thiolates molecules with available amines via the NHS ester. Removal of the acetyl protecting group from the sulfhydryl permits crosslinking between the SATA-modified compound and a target molecule of interest that contains a thiol-reactive group, such as maleimide. Unfortunately, SATA is hydrophobic. Consequently, before use, SATA must be dissolved in a dry, water-miscible organic solvent.

Vector Laboratories’ dPEG®4-SATA inserts a single molecular weight tetraethylene glycol (dPEG®4) spacer between the protected thiol and the NHS ester. The dPEG® spacer imparts water solubility to the molecule, allowing dPEG®4-SATA to be dissolved and reacted in water without the need for an organic solvent. Also, the dPEG®4 spacer adds hydrodynamic volume to the molecule to which it is conjugated.

Increasing the hydrodynamic volume reduces aggregation and precipitation of proteins conjugated to dPEG®4-SATA. Hydroxylamine hydrochloride (CAS number 5470-11-1) easily removes the acetyl protecting group, exposing the sulfhydryl moiety for further reaction. Any application that can be carried out with a traditional, non-PEGylated SATA reagent can be carried out with our SATA containing a dPEG® spacer.

Specifications

Documents

References

1. Greg T. Hermanson, Bioconjugate Techniques, 2nd Edition, Elsevier Inc., Burlington, MA 01803, April, 2008 (ISBN-13: 978-0-12-370501-3; ISBN-10: 0-12-370501-0). References to SATA which can be directly applied to the dPEG® pegylation versions: a) general description and use, p 71; b) modification of antibodies, pp 759; c)modification of amines on nucleus and DNA probes, p. 984 and d) modification of enzymes, avidin and streptavidin with pp. 90, 909 and 919.
2. Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.
3. Elongated plant virus-based nanoparticles for enhanced delivery of thrombolytic therapies. Andrzej Stanislaw Pitek, Yunmei Wang, Sahil Gulati, Huiyun Gao, Phoebe L Stewart, Daniel I. Simon, and Nicole F Steinmetz. Molecular Pharmaceutics. 2017, pp 1-9. September 7, 2017. DOI: 10.1021/acs.molpharmaceut.7b00559.
4. Biodegradable Polydisulfide Dendrimer Nanoclusters as MRI Contrast Agents. Ching-Hui Huang, Kido Nwe, Ajlan Al Zaki, Martin W. Brechbiel, and Andrew Tsourkas. ACS Nano. 2012, 6 (11) pp 9416–9424. October 25, 2012. DOI: 10.1021/nn304160p.
5. Silica-Shelled Single Quantum Dot Micelles as Imaging Probes with Dual or Multimodality. Rumiana Bakalova, Zhivko Zhelev, Ichio Aoki, Hideki Ohba, Yusuke Imai, and Iwao Kanno. Anal. Chem. 2006, 78 (16) pp 5925–5932. July 14, 2006. DOI: 10.1021/ac060412b.
6. Robust IgG responses to nanograms of antigen using a biomimetic lipid-coated particle vaccine. Anna Bershteyn, Melissa C. Hanson, Monica P. Crespo, James J. Moon, Adrienne V. Li, Heikyung Suh, Darrell J. Irvine. Journal of Controlled Release. 2011, 157 (3) pp 354-365. July 24, 2011. DOI: 10.1016/j.jconrel.2011.07.029.
7. Synthesis and Function of Bioactive, Block Copolymer Surfactant Constructs
   as Relevant to the Preparation of Anticoagulant and Antibacterial Medical Implant Surfaces. Pranav R. Joshi. Doctor of Philosophy in Chemical Engineering. 2006, November 17, 2006.
8. Immobilization of His-tagged endoglucanase on gold via various Ni-NTA self-assembled monolayers and its hydrolytic activity. Nakamura I, Makino A, Ohmae M, Kimura S. Macromolecular Bioscience. 2010, 10 (10) pp1265-1272. October 8, 2010. DOI: 10.1002/mabi.201000189.
9. Array-based fluorescence assay for serine/threonine kinases using specific chemical reaction. Shoji Akita, Naoki Umezawa, Nobuki Kato, Tsunehiko Higuchi. Bioorganic & Medicinal Chemistry. 2008, 16 (16) pp 7788-94. July 1, 2008. DOI: 10.1016/j.bmc.2008.07.007.
10. Serum albumin ‘camouflage’ of plant virus based nanoparticles prevents their antibody recognition and enhances pharmacokinetics. Andrzej S. Pitek, Slater A. Jameson, Frank A. Veliz, Sourabh Shukla, and Nicole F. Steinmetz. Biomaterials. 2016, 89 pp 89-97, February 23, 2016. DOI: 10.1016/j.biomaterials.2016.02.032.
11. Mapping of Molecular Structure of the Nanoscale Surface in Bio-nanoparticles. Luciana M Herda, Delyan R Hristov, Maria Cristina Lo Giudice, Ester Polo, and Kenneth A Dawson. Journal of the American Chemical Society. 2017. 139(1), 111-114. DOI: 10.1021/jacs.6b12297.

Description

Methoxytrityl-S-dPEG®8-acid, product number QBD-10166, permits the introduction of a protected thiol-dPEG® spacer/linker onto a molecule by reaction with a free amine. The methoxytrityl (Mmt) protected thiol deprotects under relatively mild conditions using dilute trifluoroacetic acid (TFA) with a scavenger.

QBD-10166 permits our customers to insert a short (28 atoms, 32.5Å) dPEG® into a peptide chain using familiar solid phase or solution phase chemistry. The dPEG® can be inserted at the N-terminus of a peptide chain or on any amino acid side chain with an exposed free amine. In addition, the short dPEG® spacer can be used simply to provide additional distance in a synthetic construct where steric hindrance is a problem. The amphiphilic nature of dPEG® means that the construct will gain some degree of water solubility while remaining soluble in organic solvent. The Mmt protecting group removes relatively easily with a dilute solution of TFA that also contains a scavenger such as triethylsilane (TES) or triisopropylsilane (TIPS). Once the thiol group is deprotected, it can be reacted with another thiol to form a disulfide bond or with any thiol-reactive group such as maleimide, bromoacetamide, alkene (thiol-ene reaction) or alkyne (thiol-yne reaction).

Upon activation, Methoxytrityl-S-dPEG®8-acid reacts with any free amine, whether on a peptide, surface, or other molecule. This allows for a broad range of applications where this product can be employed to convert an amine to a thiol.

Specifications

Documents

References

1. Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

2. Gold Nanoparticles Functionalized with Peptides for Specific Affinity Aggregation Assays of Estrogen Receptors and Their Agonists. Yoshiyuki Takatsuji, Shinya Ikeno and Tetsuya Haruyama. Sensors. 2012, 12 (4), pp 4952-4961. April 18, 2012. DOI: 10.3390/s120404952.

Description

S-acetyl-dPEG^®₈-OH, product number QBD-10160, contains an acetyl-protected thiol on a hydroxy-terminated, discrete polyethylene glycol (dPEG^®) linker. This product thiolates biomolecules.

Bioconjugation frequently employs thiolation because the reactions to install thiol groups on molecules or to react with molecules containing sulfhydryl groups are relatively simple and often chemoselective. The thioacetyl group is intended to install an acetyl-protected thiol onto biomolecules. While installing a protected thiol through a reaction between a carboxylic acid and a primary amine is widely popular in bioconjugation technology, it is not always possible or feasible. S-acetyl-dPEG^®₈-OH permits the installation of a protected thiol through a short, hydroxy-terminated discrete PEG^® linker. Hydroxylamine hydrochloride (CAS number 5470-11-1) easily removes the S-acetyl group that protects the thiol, thus exposing the sulfhydryl for subsequent reaction. One application for S-acetyl-dPEG^®₈-OH is the modification of nucleic acids using phosphoramidite chemistry. 

Specifications

Documents

References

1. Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

Description

S-acetyl-dPEG®4-OH, product number QBD-10156, contains an acetyl-protected thiol on a short, hydroxy-terminated, discrete polyethylene glycol (dPEG®) linker. This product is designed for the thiolation of biomolecules.

Bioconjugation frequently employs thiolation because the reactions to install thiol groups on molecules or to react with molecules containing sulfhydryl groups are relatively simple and often chemoselective. The thioacetyl group is intended to install an acetyl-protected thiol onto biomolecules. While installing a protected thiol through a reaction between a carboxylic acid and a primary amine is widely popular in bioconjugation technology, it is not always possible or feasible. S-acetyl-dPEG®4-OH permits the installation of a protected thiol through a short, hydroxy-terminated discrete PEG® linker that can be installed by the reaction of hydroxy group with an activated carboxylic acid ester or isothiocyanate group. Hydroxylamine hydrochloride (CAS number 5470-11-1) easily removes the acetyl group that protects the thiol, thus exposing the sulfhydryl for reaction. One application for S-acetyl-dPEG®4-OH is the modification of nucleic acids using phosphoramidite chemistry.

Specifications

Documents

References

1. Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See Chapter 18, Discrete PEG Reagents, pp. 787-821, for a full overview of the dPEG® products.

2. 5’-Sulfhydryl-Modified RNA: Initiator Synthesis, in Vitro Transcription, and Enzymatic Incorporation. Lei Zhang, Lele Sun, Zhiyong Cui, Robert L. Gottlieb and Biliang Zhang. Bioconjugate Chem.2001, 12 (6) pp 939–948. October 16, 2001. DOI: 10.1021/bc015504g.