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712620

Sigma-Aldrich

N-Boc-4-azido-L-homoalanine (dicyclohexylammonium) salt

≥97% (CE)

Synonym(s):

(S)-4-Azido-2-(Boc-amino)butyric acid (dicyclohexylammonium) salt

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About This Item

Empirical Formula (Hill Notation):
C21H39N5O4
CAS Number:
Molecular Weight:
425.57
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

≥97% (CE)

form

crystals

optical activity

[α]/D +15.5±1.0°, c = 1 in ethanol

composition

carbon, 57.5-61.0%
nitrogen, 16.0-16.9%

reaction suitability

reaction type: click chemistry

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

C1CCC(CC1)NC2CCCCC2.CC(C)(C)OC(=O)N[C@@H](CCN=[N+]=[N-])C(O)=O

InChI

1S/C12H23N.C9H16N4O4/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;1-9(2,3)17-8(16)12-6(7(14)15)4-5-11-13-10/h11-13H,1-10H2;6H,4-5H2,1-3H3,(H,12,16)(H,14,15)/t;6-/m.0/s1

InChI key

UCLAYMPJMDBLOX-ZCMDIHMWSA-N

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A James Link et al.
Journal of the American Chemical Society, 126(34), 10598-10602 (2004-08-26)
An improved protocol for copper-catalyzed triazole formation on the bacterial cell surface is described. Addition of highly pure CuBr to cells treated with azidohomoalanine (2) leads to ca. 10-fold more extensive cell surface labeling than previously observed. This highly active

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