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Merck
CN

8.52351

cis-Fmoc-Pro(4-N3)-OH

≥98.0% (HPLC), for peptide synthesis, Novabiochem®

别名:

cis-Fmoc-Pro(4-N3)-OH, Fmoc-(2S, 4S)-4-azidoproline

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关于此项目

经验公式（希尔记法）:
C20H18N4O4
化学文摘社编号:
263847-08-1
分子量:
378.38
MDL number:
MFCD04115792
UNSPSC Code:
12352209
NACRES:
NA.22

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产品名称

cis-Fmoc-Pro(4-N3)-OH, Novabiochem®

SMILES string

[N+](=[N-])=N[C@@H]1CN([C@@H](C1)C(=O)O)C(=O)OCC2c3c(cccc3)c4c2cccc4

InChI

1S/C20H18N4O4/c21-23-22-12-9-18(19(25)26)24(10-12)20(27)28-11-17-15-7-3-1-5-13(15)14-6-2-4-8-16(14)17/h1-8,12,17-18H,9-11H2,(H,25,26)/t12-,18-/m0/s1

InChI key

HOPXMBBEYJTPNX-SGTLLEGYSA-N

product line

Novabiochem®

assay

≥98.0% (HPLC)

form

powder

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

200

相关类别

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble

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
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

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商品

Proline Derivatives and Analogs

Proline analogues are promising candidates for tuning the biological, pharmaceutical, or physicochemical properties of naturally occuring, as well as de novo designed, linear, and, cyclic peptides.

Selecting Orthogonal Building Blocks

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

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