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935395

Sigma-Aldrich

N-(3-Azidopropyl)biotinamide

≥95%

Synonyme(s) :

(3aS,4S,6aR)-N-(3-Azidopropyl)hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide, 1H-Thieno[3,4-d]imidazole-4-pentanamide, N-(3-azidopropyl)hexahydro-2-oxo-, (3aS,4S,6aR)-, N-(3-Azidopropyl)biotinamide

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About This Item

Formule empirique (notation de Hill):
C13H22N6O2S
Numéro CAS:
908007-17-0
Poids moléculaire :
326.42
Numéro MDL:
MFCD20134144
Code UNSPSC :
12352125
Nomenclature NACRES :
NA.21

Niveau de qualité

100

Pureté

≥95%

Forme

solid

Couleur

white to beige

Température de stockage

2-8°C

Chaîne SMILES 

[N-]=[N+]=NCCCNC(=O)CCCCC1SCC2NC(=O)NC12

InChI

InChI=1S/C13H22N6O2S/c14-19-16-7-3-6-15-11(20)5-2-1-4-10-12-9(8-22-10)17-13(21)18-12/h9-10,12H,1-8H2,(H,15,20)(H2,17,18,21)/t9-,10-,12-/m0/s1

Application

This reagent enables the specific labeling of various alkynylated molecules, such as DNA, oligonucleotides, and proteins, with biotin. The binding of biotin to avidin or streptavidin can be employed in downstream affinity applications, such as the isolation of biotinylated molecules or their interaction with streptavidin conjugates. Biotin azide undergoes a copper-catalyzed click reaction with terminal alkynes, enabling the incorporation of biotin and biotin derivatives into biomolecules that contain alkyne groups through azide-alkyne cycloaddition.

Caractéristiques et avantages

Biotin-azide (N-(3-Azidopropyl)biotinamide) is an azido derived biotin probe. Biotin-azide can be used to prepare various biotinylated conjugates via Click Chemistry.The conjugation of biotin and its derivatives to various biomolecules can be achieved through the widely recognized click chemistry methodology, followed by their detection using streptavidin, avidin, or NeutrAvidin biotin-binding proteins. Biotin azide serves as a valuable reagent for the synthesis of diverse biotinylated conjugates via Click Chemistry

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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D C Montgomery et al.
Methods in enzymology, 574, 105-123 (2016-07-18)
Changes in reversible protein acetylation mediate many key aspects of genomic regulation and enzyme function. The catalysts for this posttranslational modification, lysine acetyltransferases (KATs), have been difficult targets for characterization due to their complex architecture and challenging reconstitution. To address
Development of a Multifunctional Benzophenone Linker for Peptide Stapling and Photoaffinity Labelling
Wu Y, et al.
Chembiochem, 17, 689-692 (2016)
Christina M Woo et al.
Analytical and bioanalytical chemistry, 409(2), 579-588 (2016-10-04)
Protein glycosylation is a post-translational modification (PTM) responsible for many aspects of proteomic diversity and biological regulation. Assignment of intact glycan structures to specific protein attachment sites is a critical step towards elucidating the function encoded in the glycome. Previously
Kristina Hofmann et al.
Journal of lipid research, 55(3), 583-591 (2013-12-18)
Cholesterol is an important lipid of mammalian cells and plays a fundamental role in many biological processes. Its concentration in the various cellular membranes differs and is tightly regulated. Here, we present a novel alkyne cholesterol analog suitable for tracing
Qingfei Zheng et al.
The Journal of organic chemistry, 85(3), 1691-1697 (2019-12-26)
Methylglyoxal (MGO) is a reactive dicarbonyl metabolite that modifies histones in vivo and induces changes in chromatin structure and function. Here we report the synthesis and application of a chemical probe for investigating MGO-glycation. A two-step synthesis of a Cu-click

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