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Merck
CN

8.52321

Fmoc-γ-azidohomoalanine

Novabiochem®

别名:

Fmoc-γ-azidohomoalanine

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关于此项目

经验公式(希尔记法):
C19H18N4O4
化学文摘社编号:
分子量:
366.37
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
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产品名称

Fmoc-γ-azidohomoalanine, Novabiochem®

SMILES string

[N+](=[N-])=NCC[C@H](NC(=O)OCC1c2c(cccc2)c3c1cccc3)C(=O)O

InChI

1S/C19H18N4O4/c20-23-21-10-9-17(18(24)25)22-19(26)27-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16-17H,9-11H2,(H,22,26)(H,24,25)/t17-/m0/s1

InChI key

CLEZARXVEABQBI-KRWDZBQOSA-N

product line

Novabiochem®

form

solid

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

azide

storage temp.

15-25°C

Quality Level

General description

A useful tool for the synthesis of branched, side-chain modified, 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 [1] or phosphines [2,3].

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Guide to Selection of Orthogonally -Protected Building Blocks for Fmoc SPPS

Literature references

[1] M. Meldal, et al. (1997) Tetrahedron Lett., 38, 2531.
[2] J. T. Lundquist & J. C. Pelletier (2001) Org. Lett., 3, 781.
[3] N. Nepomniaschiy, et al. (2008) Org. Lett., 10, 5243.

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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商品

Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.

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