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Merck
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安全信息

714151

Sigma-Aldrich

Fmoc-β-叠氮-Ala-OH

≥98.0% (HPLC), for peptide synthesis

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别名:
(S)-3-叠氮基-2-(Fmoc-氨基)丙酸, Fmoc-3-叠氮基-L-丙氨酸
经验公式（希尔记法）:
C18H16N4O4
CAS号:
684270-46-0
分子量:
352.34
MDL编号:
MFCD11052919
UNSPSC代码:
12352200
PubChem化学物质编号:
329763258
NACRES:
NA.26

质量水平

100

检测方案

≥98.0% (HPLC)

形式

lumps

旋光性

[α]/D -10.0±1.0°, c = 1 in DMF

反应适用性

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

杂质

15.3-16.5% nitrogen
60.1-62.5% carbon

应用

peptide synthesis

官能团

Fmoc

储存温度

2-8°C

SMILES字符串

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

相关类别

应用

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).

包装

Bottomless glass bottle. Contents are inside inserted fused cone.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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Triazole phosphohistidine analogues compatible with the Fmoc-strategy.
McAllister, Tom E and Webb, Michael E
Organic & Biomolecular Chemistry, 10(20), 4043-4049 (2012)
Cu-catalyzed formation of triazole-linked glycoamino acids and application in chemoenzymatic peptide synthesis.
Kuijpers, Brian HM et al.
Organic Process Research & Development, 12(3), 503-511 (2008)
Stimuli-responsive conformational conversion of peptide gatekeepers for controlled release of guests from mesoporous silica nanocontainers.
Lee, Jeonghun et al.
Journal of the American Chemical Society, 136(37), 12880-12883 (2014)
Synthesis of fish antifreeze neoglycopeptides using microwave-assisted ?click chemistry?.
Miller, Nicole et al.
Organic Letters, 11(11), 2409-2412 (2009)

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