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安全信息

8.52034

Sigma-Aldrich

Fmoc-Arg(Pmc)-OH

Novabiochem®

别名:

Fmoc-Arg(Pmc)-OH, N-α-Fmoc-N G-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-L-arginine

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About This Item

经验公式(希尔记法):
C35H42N4O7S
分子量:
662.80
UNSPSC代码:
12352209
NACRES:
NA.22

质量水平

产品线

Novabiochem®

检测方案

≥85.0% (acidimetric)
≥98% (TLC)
≥98.0% (HPLC)

形式

powder

反应适用性

reaction type: Fmoc solid-phase peptide synthesis

制造商/商品名称

Novabiochem®

mp

70-120 °C (decomposition)

应用

peptide synthesis

官能团

amine

储存温度

15-25°C

InChI

1S/C35H42N4O7S/c1-20-21(2)31(22(3)23-16-17-35(4,5)46-30(20)23)47(43,44)39-33(36)37-18-10-15-29(32(40)41)38-34(42)45-19-28-26-13-8-6-11-24(26)25-12-7-9-14-27(25)28/h6-9,11-14,28-29H,10,15-19H2,1-5H3,(H,38,42)(H,40,41)(H3,36,37,39)/t29-/m0/s1

InChI key

QTWZCODKTSUZJN-LJAQVGFWSA-N

一般描述

An excellent derivative for the introduction of Arg in Fmoc SPPS. The Pmc group is removed by TFA in 1-3 hours [1,2,3]. For discussions on the side-reactions associated with the use of sulfonyl-based arginine protection, see [4,5,6,7,8,9,10,11]. In the synthesis of peptides containing both Arg and Trp, it is recommended that this derivative is used in conjunction with Fmoc-Trp(Boc)-OH (852050) [5,6,11].

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS


Literature references

[1] R. Ramage, et al. (1987) Tetrahedron Lett., 28, 2287.
[2] J. Green, et al. (1988) Tetrahedron Lett., 29, 4341.
[3] R. Ramage, et al. (1991) Tetrahedron Lett., 47, 6353.
[4] P. Sieber (1987) Tetrahedron Lett., 28, 1637.
[5] C. G. Fields, et al. (1993) Tetrahedron Lett., 34, 6661.
[6] H. Choi, et al. (1993) Int. J. Peptide Protein Res., 42, 58.
[7] A. Stierandova, et al. (1994) Int. J. Peptide Protein Res., 43, 31.
[8] P. M. Fischer, et al. (1992) Int. J. Peptide Protein Res., 40, 19.
[9] S. A. G. Beck, et al. (1991) Int. J. Peptide Protein Res., 38, 25.
[10] E. Jaeger, et al. (1993) Biol. Chem. Hoppe-Seyler, 374, 349.
[11] P. White in ′Peptides, Chemistry & Biology, Proc. 12th American Peptide Symposium′, J. A. Smith & J. E. Rivier (Eds), ESCOM, Leiden, 1992, pp. 537.

联系

Replaces: 04-12-1073

分析说明

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(011C)): ≥ 98 %
Purity (TLC(157B)): ≥ 98 %
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (12,5 mmol in 25 ml DMF): clearly soluble
Assay (acidimetric): ≥ 85.0 %
Water (K. F.): ≤ 1.50 %

To see the solvent systems used for TLC of Novabiochem® products please click here.

法律信息

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

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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