Structure

Fmoc-azidolysine

CAS
159610-89-6
Catalog Number
ACM159610896
Category
Amino Acids
Molecular Weight
394.42
Molecular Formula
C21H22N4O4

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Specification

Description
A useful tool for the synthesis of branched, side-chain modified and cyclic peptides and peptide tools for click chemistry by Fmoc SPPS. The side-chain azido group is completely stable to piperidine and TFA, but can be readily converted to an amine on the solid phase or in solution by reduction with thiols or phosphines.
Synonyms
Fmoc-azidolysine
InChI
1S/C21H22N4O4/c22-25-23-12-6-5-11-19(20(26)27)24-21(28)29-13-18-16-9-3-1-7-14(16)15-8-2-4-10-17(15)18/h1-4,7-10,18-19H,5-6,11-13H2,(H,24,28)(H,26,27)/t19-/m0/s1
InChI Key
PJRFTUILPGJJIO-IBGZPJMESA-N
Melting Point
78 ℃
Application
Peptide synthesis.
Assay
≥98.0% (HPLC)
Exact Mass
394.164093
Form
powder
Functional Group
azide
LogP
4.04
PSA
128.87
Quality Level
200
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Storage Temperature
15-25℃
Type
Unusual Amino Acids, Azide and Alkyne containing Amino Acids

Upstream Synthesis Route 1

  • 105047-45-8
  • 159610-89-6

Reference: [1] European Journal of Organic Chemistry, 2015, vol. 2015, # 5, p. 1117 - 1129

Upstream Synthesis Route 2

  • 71989-26-9
  • 159610-89-6

Reference: [1] Chemical Communications (Cambridge, United Kingdom), 2012, vol. 48, # 80, p. 10007 - 10009,3

Upstream Synthesis Route 3

  • 82911-69-1
  • 159610-92-1
  • 159610-89-6

Reference: [1] European Journal of Organic Chemistry, 2008, # 31, p. 5308 - 5314

Upstream Synthesis Route 4

  • 105047-45-8
  • 159610-89-6

Reference: [1]European Journal of Organic Chemistry,2015,vol. 2015,p. 1117 - 1129

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