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935395

Sigma-Aldrich

N-(3-Azidopropyl)biotinamide

≥95%

Synonym(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

Empirical Formula (Hill Notation):
C13H22N6O2S
CAS Number:
908007-17-0
Molecular Weight:
326.42
MDL number:
MFCD20134144
UNSPSC Code:
12352125
NACRES:
NA.21

Quality Level

100

Assay

≥95%

form

solid

color

white to beige

storage temp.

2-8°C

SMILES string

[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.

Features and Benefits

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

935395-VAR:
935395-25MG:
935395-100MG:
935395-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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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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