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Merck
CN

8.52007

Fmoc-Cys(tBu)-OH

Novabiochem®

别名:

Fmoc-Cys(tBu)-OH, N-α-Fmoc-S-t.-butyl-L-cysteine

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关于此项目

经验公式(希尔记法):
C22H25NO4S
化学文摘社编号:
分子量:
399.50
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
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产品名称

Fmoc-Cys(tBu)-OH, Novabiochem®

assay

≥98.0% (HPLC)
≥97.0% (acidimetric)
≥98% (TLC)

form

powder

SMILES string

S(C(C)(C)C)CC(NC(=O)OCC1c2c(cccc2)c3c1cccc3)C(=O)O

InChI

1S/C22H25NO4S/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)

InChI key

IXAYZHCPEYTWHW-UHFFFAOYSA-N

product line

Novabiochem®

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

mp

133-136 °C

application(s)

peptide synthesis

functional group

thiol

storage temp.

2-30°C

Quality Level

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(011A)): ≥ 98 %
Purity (TLC(0811)): ≥ 98 %
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 97.0 %
Water (K. F.): ≤ 1.00 %

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

General description

The side-chain tBu group is stable to TFA and iodine oxidation. Treatment with MeSiCl3/PhSOPh removes t-Bu and cyclizes in one step without scrambling existing disulphide bonds. Removed with Hg(II) to give cysteinyl peptides.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Fmoc SPPS of Cysteine-Containing Peptides

Literature references

[1] S. N. McCurdy (1989) Pept. Res., 2, 147.

Other Notes

Replaces: 04-12-1016

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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实验方案

Overcome challenges in synthesis and disulfide bond formation with protocols for Fmoc solid-phase peptide synthesis of peptides with cysteine and methionine.

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