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714151

Sigma-Aldrich

Fmoc-β-azido-Ala-OH

≥98.0% (HPLC), for peptide synthesis

Synonym(s):

(S)-3-Azido-2-(Fmoc-amino)propionic acid, Fmoc-3-azido-L-alanine

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About This Item

Empirical Formula (Hill Notation):
C18H16N4O4
CAS Number:
Molecular Weight:
352.34
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

Product Name

Fmoc-β-azido-Ala-OH, ≥98.0% (HPLC)

Quality Level

assay

≥98.0% (HPLC)

form

lumps

optical activity

[α]/D -10.0±1.0°, c = 1 in DMF

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis
reaction type: click chemistry

impurities

15.3-16.5% nitrogen
60.1-62.5% carbon

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-8°C

SMILES string

OC(=O)[C@H](CN=[N+]=[N-])NC(=O)OCC1c2ccccc2-c3ccccc13

InChI

1S/C18H16N4O4/c19-22-20-9-16(17(23)24)21-18(25)26-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-16H,9-10H2,(H,21,25)(H,23,24)/t16-/m0/s1

InChI key

ZITYCUDVCWLHPG-INIZCTEOSA-N

Application

Fmoc-β-azido-Ala-OH chloride is a general N-terminal protected reagent used in the solid phase peptide synthesis. Azido group allows it to undergo copper-mediated click chemistry reactions.
It can be used in:
  • Synthesis of α-N-acetylgalactosamine (α-GalNAc) linked antifreeze glycopeptides (AFGPs).
  • Synthesis of stimuli-responsive multifunctional peptide gatekeepers for drug delivery applications.
  • Synthesis of triazole-linked glycopeptides via Cu(I)-catalyzed 1,3-dipolar cycloaddition (CuAAC).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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