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900930

Sigma-Aldrich

6-Azidohexanoic acid

≥95%

Synonym(s):

6-Azidocaproic acid

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About This Item

Empirical Formula (Hill Notation):
C6H11N3O2
CAS Number:
79598-53-1
Molecular Weight:
157.17
MDL number:
MFCD12406156
UNSPSC Code:
12352106

Assay

≥95%

form

liquid

reaction suitability

reagent type: cross-linking reagent

availability

available only in USA

refractive index

n/D 1.463

solubility

DMF: soluble
DMSO: soluble
THF: soluble
chloroform: soluble
dichloromethane: soluble

density

1.074 g/mL

storage temp.

2-8°C

InChI

1S/C6H11N3O2/c7-9-8-5-3-1-2-4-6(10)11/h1-5H2,(H,10,11)

InChI key

JCORXJUUSVCJEP-UHFFFAOYSA-N

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Application

6-Azidohexanoic acid is a six-carbon saturated fatty acid with an ω-terminal azide group. This building block can be reacted with primary amine groups in the presence of activators (e.g. EDC, or DCC), forming a stable amide bond. The terminal azide group allows conjugation with compounds containing alkyne groups through a copper(I)-catalyzed cycloaddition reaction, also known as click chemistry. 6-Azidohexanoic acid is useful for crosslinking, synthesis of chemical probes, and other bioconjugation strategies.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

900930-VAR:
900930-BULK:
900930-1G:
900930-250MG:

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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Bioconjugate Chemistry, 28(11), 2874-2886 (2017)
Conception of Stretchable Resistive Memory Devices Based on Nanostructure?Controlled Carbohydrate?block?Polyisoprene Block Copolymers.
Hung C C, et al.
Advances in Functional Materials, 27(13) (2017)
CuAAC macrocyclization: high intramolecular selectivity through the use of copper?tris (triazole) ligand complexes.
Chouhan G and James K
Organic Letters, 13(10), 2754-2757 (2011)
Efficient Access to New Chemical Space Through Flow?Construction of Druglike Macrocycles Through Copper?Surface?Catalyzed Azide?Alkyne Cycloaddition Reactions.
Bogdan A R and James K
Chemistry?A European Journal , 16(48), 14506-14512 (2010)
Maria I Montanez et al.
Biomacromolecules, 12(6), 2114-2125 (2011-04-29)
Well-defined dendronized cellulose substrates displaying multiple representations of dual-functionality were constructed by taking advantage of the efficiency of the click reaction combined with traditional anhydride chemistry. First, activated cellulose surfaces were decorated with several generations of dendrons, and their peripheral

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