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9AzNue5Ac

Vector Laboratories R&D — Tue, 19 Sep 2023 20:09:33 +0000

Description
Specifications
Documents
Selected References

Description

Metabolic labeling of glycans with unnatural sialic acid analogues has emerged as an invaluable tool for studying sialic acid biology. It has been showed that 9-azido-9-deoxy-N-acetylneuraminic acid (9AzNeu5Ac), a Neu5Ac analogue with the substitution of 9-hydroxyl group with an azide, could be metabolized and incorporated into sialoglycans in living cells and mice. The incorporated sialic acid analogue, 9AzNeu5Ac, enable visualization the cell-surface sialoglycans and glycoproteomic profiling by click-labeling with fluorophores and affinity tags, respectively.

Specifications

Unit Size	5 mg, 25 mg, 100 mg
Molecular weight	334.28
Chemical composition	C11H18N4O8
CAS	76487-51-9
Solubility	DMSO, DMF, DCM, THF, Chloroform
Purity	≥95% (HPLC)
Appearance	Slightly grey amorphous solid
Storage Conditions	-20°C.
Shipping Conditions	Ambient temperature

Documents

Selected References

Cheng, B., et al. (2019). 9-Azido Analogues of Three Sialic Acid Forms for Metabolic Remodeling of Cell-Surface Sialoglycans. ACS Chem Biol. 14(10), 2141-7 [PubMed]
Zhang, C., et al. (2016). In vivo metabolic labeling of sialoglycans in the mouse brain by using a liposome-assisted bioorthogonal reporter strategy. Proc Natl Acad Sci U S A., 113 (19), 5173-8. [PubMed]
Xie, R., et al. (2012). Cell-selective metabolic glycan labeling based on ligand-targeted liposomes. J. Am. Chem. Soc., 134(24), 9914-7. [ACSPublications]

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Bis-sulfone NHS Ester

Vector Laboratories R&D — Tue, 19 Sep 2023 20:04:48 +0000

Description
Specifications
Documents
Selected References

Description

Bis-sulfone NHS Ester is a bis-alkylating labeling reagent that is selective for the cysteine sulfur atoms from a native disulfide. These reagents undergo bis-alkylation to conjugate both thiols derived from the two cysteine residues of a reduced native disulfide bond such as the interchain disulfide bonds of an antibody. The reaction results in covalent rebridging of the disulfide bond via a three carbon bridge leaving the protein structurally intact.

The covalent, site-specific conjugation of PEG to a polyhistidine tag (His-tag) on a protein with bis-alkylating reagents was also reported in literature (see Selected References section).

Specifications

Unit Size	1000 mg, 5 g
Molecular weight	597.66
Chemical composition	C29H27NO9S2
CAS	899452-51-8
Solubility	DMSO, DMF, DCM, THF, Chloroform
Purity	>95% (HPLC)
Appearance	Grey solid
Storage Conditions	-20°C. Desiccate
Shipping Conditions	Ambient temperature

Documents

Selected References

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Bis-sulfone Acid

Vector Laboratories R&D — Tue, 19 Sep 2023 20:04:47 +0000

Description
Specifications
Documents
Selected References

Description

Bis-sulfone-Acid is a bis-alkylating labeling reagent that is selective for the cysteine sulfur atoms from a native disulfide. Bis-alkylating reagents undergo bis-alkylation to conjugate both thiols derived from the two cysteine residues of a reduced native disulfide bond such as the interchain disulfide bonds of an antibody. The reaction results in covalent rebridging of the disulfide bond via a three carbon bridge leaving the protein structurally intact.

The covalent, site-specific conjugation of PEG to a polyhistidine tag (His-tag) on a protein with bis-alkylating reagents was also reported in literature (see Selected References section).

Specifications

Unit Size	1000 mg, 5 g
Molecular weight	500.58
Chemical composition	C25H24O7S2
CAS	124143-00-1
Solubility	DMSO, DMF, DCM, THF, Chloroform
Purity	>95% (HPLC)
Appearance	Grey solid
Storage Conditions	-20°C. Desiccate
Shipping Conditions	Ambient temperature

Documents

Selected References

1. Khalili, H., et al. (2012). Comparative Binding of Disulfide-Bridged PEG-Fabs. Bioconjug. Chem., 23(11), 2262-77. [PubMed]
2. Badescu, G., et al. (2014). Bridging Disulfides for Stable and Defined Antibody Drug Conjugates. Bioconjug. Chem., 25(6), 1124-36. [PubMed]
3. Brocchini, S., et al. (2008). Disulfide bridge based PEGylation of proteins. Adv Drug Deliv Rev., 60, 3-12. [PubMed]
4. Balan, S., et al. (2007). Site-Specific PEGylation of Protein Disulfide Bonds Using a Three-Carbon Bridge. Bioconjugate Chem.,, 18, 61-76. [PubMed]
5. Wang, T., et al. (2014). Bis-sulfide bioconjugates for glutathione triggered tumor responsive drug release. ChemComm.,, 50, 1116-1118. [PubMed]
6. Wilbur, T., et al. (1994). Monoclonal antibody Fab’ fragment cross-linking using equilibrium transfer alkylation reagents. A strategy for site-specific conjugation of diagnostic and therapeutic agents with F(ab’)2 fragments. Bioconjugate Chem.,, 5, 220-235. [PubMed]

Site specific conjugation to a polyhistidine tag (His-tag).

Cong, Y., et al. (2012). Site-Specific PEGylation at Histidine Tags. Bioconjugate Chem.,, 23, 148-263. [PubMed]

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6-Azide-Trehalose (6-TreAz)

Vector Laboratories R&D — Tue, 19 Sep 2023 19:51:22 +0000

Description
Specifications
Documents
Selected References

Description

Metabolic labeling with unnatural sugar substrates is a powerful alternative for investigating glycoconjugates in living organisms. Trehalose glycolipids can be metabolically labeled with 6-azide-modified trehalose (TreAz) analogues in live mycobacteria, enabling bioorthogonal ligation with alkyne-functionalized fluorescent probes. This strategy can be used for imaging glycolipid distribution, trafficking, and dynamics as well as metabolite profiling and discovery.

Specifications

Unit Size	5 mg, 25 mg, 100 mg
Molecular weight	367.31
Chemical composition	C12H21N3O10
CAS	N/A
Solubility	Water, DMSO, DMF
Purity	>90%
Appearance	White to grey amorphous solid
Storage Conditions	-20°C.
Shipping Conditions	Ambient temperature

Documents

Selected References

Swarts, B.M., et al. (2012). Probing the Mycobacterial Trehalome with Bioorthogonal Chemistry.J. Am. Chem. Soc., 134: 13123-6. [PubMed]

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F-ara-EdU

Vector Laboratories R&D — Tue, 19 Sep 2023 19:23:34 +0000

Description
Specifications
Documents
Selected References

Description

F-ara-EdU is a probe for DNA synthesis that is less toxic compared to 5-ethynyl-2′-deoxyuridine (EdU) and BrdU. Ideally suited for metabolic DNA labeling experiments where long-term cell survival and/or deep-tissue imaging are desired. The alkyne handler can be used for subsequent ligation to azide-containing molecules through a highly efficient click chemistry reaction.

Specifications

Unit Size	5 mg, 25 mg, 100 mg, 500 mg
Molecular weight	270.22
Chemical composition	C11H11NF2O5
CAS	N/A
Solubility	Water, DMSO, DMF
Purity	>95% (HPLC)
Appearance	Off white to grey crystalline
Storage Conditions	-20°C.
Shipping Conditions	Ambient temperature

Documents

Selected References

Raz, A. A., et al. (2021). Planarian stem cells specify fate yet retain potency during the cell cycle. Cell Stem Cell., 28 (7), 1307-1322.e5. [PubMed]
Neef, A.B., et al. (2011). Dynamic metabolic labeling of DNA in vivo with arabinosyl nucleosides. PNAS,, 108, 20404-9. [PubMed]

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L-Homopropargylglycine (HPG)

Vector Laboratories R&D — Tue, 19 Sep 2023 19:15:27 +0000

Description
Specifications
Documents
Selected References

Description

L-Homopropargylglycine (HPG) is an amino acid analog of methionine that contains a very small modification, specifically an alkyne moiety that can be fed to cultured cells and incorporated into proteins during active protein synthesis. Detection utilizes the chemoselective ligation or “click ” reaction between an azide and an alkyne or cyclooctyne. The alkyne-modified protein is detected with either fluorescent azide or biotin azide. Detection sensitivity with these reagents in 1-D gels and Western blots is in the low femtomole range and compatible with downstream LC-MS⁄MS and MALDI MS analysis.

Specifications

Unit Size	25 mg, 100 mg, 1000 mg
Molecular weight	163.60 (HCl salt)
Chemical composition	C6H10ClNO2
CAS	942518-19-6
Solubility	Water, DMSO, DMF
Purity	>95% (H NMR)
Appearance	White crystalline
Storage Conditions	-20°C.
Shipping Conditions	Ambient temperature

Documents

Selected References

Couradeau, E., et al. (2019). Probing the active fraction of soil microbiomes using BONCAT-FACS Nat Commun, 10, 2770-80. [PubMed]

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L-Azidohomoalanine (AHA)

Vector Laboratories R&D — Tue, 19 Sep 2023 19:15:26 +0000

Description
Specifications
Documents
Selected References

Description

L-Azidohomoalanine (AHA) is an amino acid analog of methionine that contains a very small modification, specifically an azido moiety that can be fed to cultured cells and incorporated into proteins during active protein synthesis. Detection utilizes the chemoselective ligation or “click ” reaction between an azide and an alkyne or cyclooctyne. The azido-modified protein is detected with either fluorescent alkyne or biotin alkyne. Detection sensitivity with these reagents in 1-D gels and Western blots is in the low femtomole range and compatible with downstream LC-MS⁄MS and MALDI MS analysis.

Specifications

Unit Size	25 mg, 100 mg, 1000 mg, 5 g
Molecular weight	180.59 (HCl salt)
Chemical composition	C4H9ClN4O2 (HCl salt)
CAS	942518-29-8
Solubility	Water, DMSO, DMF
Purity	>95% (H NMR)
Appearance	White crystalline
Storage Conditions	-20°C.
Shipping Conditions	Ambient temperature

Documents

Selected References

Loebel , C., et al. (2022). Metabolic labeling of secreted matrix to investigate cell-material interactions in tissue engineering and mechanobiology. Nat Protoc., 10.1038, Online ahead of print. [PubMed]
Bruna, R. E., et al. (2021). Limitation of phosphate assimilation maintains cytoplasmic magnesium homeostasis. Proc Natl Acad Sci U S A., 118 (11), e2021370118. [PubMed]
Costello, A., et al. (2021). Directed evolution of rRNA improves translation kinetics and recombinant protein yield. Nat Commun., 12 (1), 5638. [PubMed]
Kwong, J. Q., et al. (2021). Mitochondrial functional resilience after TFAM ablation in the adult heart. Am J Physiol Cell Physiol., 320 (6), C929-C942. [PubMed]
Heybrock, S., et al. (2021). S-palmitoylation determines TMEM55B-dependent positioning of lysosomes. J Cell Sci., 135 (5), jcs258566. [PubMed]
Coates, H. W. et al. (2021). The mammalian cholesterol synthesis enzyme squalene monooxygenase is proteasomally truncated to a constitutively active form. J Biol Chem., Online ahead of print. [PubMed]
Morral, C., et al. (2020). Zonation of Ribosomal DNA Transcription Defines a Stem Cell Hierarchy in Colorectal Cancer. Cell Stem Cell., 26 (6), 845-861.e12. [PubMed]
Smeekens, J. M., et al. (2020). Systematic quantification of the dynamics of newly synthesized proteins unveiling their degradation pathways in human cells. Chem Sci., 11 (13), 3557-3568. [PubMed]
Tao, W.A., et al. (2019). Identification and Quantification of Newly Synthesized Proteins Using Mass Spectrometry‐Based Chemical Proteomics. Mass Spectrometry‐Based Chemical Proteomics. [PubMed]
Dumont, A. A., et al. (2018). ADAP1 limits neonatal cardiomyocyte hypertrophy by reducing integrin cell surface expression. Sci Rep., 8 (1), 13605. [PubMed]

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EdU (5-Ethynyl-2′-deoxyuridine)

Vector Laboratories R&D — Tue, 19 Sep 2023 19:15:01 +0000

Description
Specifications
Documents

Description

Our high purity EdU (5-Ethynyl-2′-deoxyuridine) reagent is manufactured to ensure the highest possible overall product integrity, consistency and performance for the intended research applications.

EdU is a thymidine analog that can be incorporated into replicating DNA for detection of cell proliferations. The alkyne handler can be used for subsequent ligation to azide-containing molecules through a highly efficient click chemistry reaction.

Specifications

Unit Size	25 mg, 100 mg, 500 mg, 1000 mg
Molecular weight	252.23
Chemical composition	C11H12N2O5
CAS	61135-33-9
Solubility	Water, DMSO, DMF
Purity	>99% (HPLC)
Appearance	White crystalline
Storage Conditions	-20°C.
Shipping Conditions	Ambient temperature

Documents

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5-Ethynyl Uridine (5-EU)

Vector Laboratories R&D — Tue, 19 Sep 2023 19:14:33 +0000

Description
Specifications
Documents
Selected References

Description

5-Ethynyl uridine (5-EU) is an alkyne-containing metabolic labeling reagent used to detect global RNA transcription temporally and spatially in both in-vitro and in-vivo with the modified nucleotide. The alkyne handler can be used for subsequent ligation to azide-containing molecules through a highly efficient click chemistry reaction.

Molecular biology grade 5-Ethynyl Uridine is HPLC purified to achieve the highest purity possible.

Specifications

Unit Size	10 mg, 25 mg, 100 mg, 500 mg
Molecular weight	268.22
Chemical composition	C11H12N2O6
CAS	69075-42-9
Solubility	Water, DMSO, DMF
Purity	>95% (HPLC)
Appearance	Off white to grey crystalline
Storage Conditions	-20°C.
Shipping Conditions	Ambient temperature

Documents

Selected References

Morral, C., et al. (2020). Zonation of Ribosomal DNA Transcription Defines a Stem Cell Hierarchy in Colorectal Cancer. Cell Stem Cell., 26 (6), 845-861.e12. [PubMed]
Banerjee, A.K.,et al. (2020). SARS-CoV-2 disrupts splicing, translation, and protein trafficking to suppress host defenses. Cells., [doi: https://doi.org/10.1016/j.cell.2020.10.004]

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Azidoacetic Acid

Vector Laboratories R&D — Tue, 19 Sep 2023 17:43:14 +0000

Description
Specifications
Documents

Description

Azidoacetic Acid is a simple azido-containing building block that can be used to modify primary amines in the presence activators (e.g. EDC, or DCC) with azide (N3) group through a stable amide bond for subsequent ligation to terminal alkynes, strained cyclooctynes (e.g. DBCO or BCN compounds) or phosphine-labeled molecules. A short spacer arm adds minimal mass to modified molecules

Specifications

Unit Size	1 g, 5 g, 25 g
Molecular weight	101.06
Chemical composition	C2H3N3O2
CAS	18523-48-3
Solubility	DMSO, DMF, DCM, THF, Chloroform
Purity	>95%
Appearance	Colorless to slightly yellow oil
Storage Conditions	-20°C. Desiccate
Shipping Conditions	Ambient temperature

Documents

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