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:
分子量:
378.38
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
产品名称
cis-Fmoc-Pro(4-N3)-OH, Novabiochem®
Quality Segment
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
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
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.
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.
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
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
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