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714151 Sigma-Aldrich

Fmoc-β-azido-Ala-OH

≥98.0% (HPLC)

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

  • CAS Number 684270-46-0

  • Empirical Formula (Hill Notation) C18H16N4O4

  • Molecular Weight 352.34

  •  MDL number MFCD11052919

  •  PubChem Substance ID 329763258

  •  NACRES NA.26

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Properties

Related Categories Alanine Derivatives, Aliphatic Azides, Amino Acid Azides/Alkynes, Azides, Building Blocks,
Quality Level   100
assay   ≥98.0% (HPLC)
optical activity   [α]/D -10.0±1.0°, c = 1 in DMF
reaction suitability   reaction type: click chemistry
application(s)   peptide synthesis: suitable
impurities   15.3-16.5% nitrogen
  60.1-62.5% carbon
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

Description

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

250 mg in glass bottle

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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