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Merck
CN

8.52126

Fmoc-Cys(Trt)-OPfp

Novabiochem®

Synonym(s):

Fmoc-Cys(Trt)-OPfp, N-α-Fmoc-S-trityl-L-cysteine pentafluorophenyl ester

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About This Item

Empirical Formula (Hill Notation):
C43H30F5NO4S
CAS Number:
Molecular Weight:
751.76
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
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Quality Segment

product line

Novabiochem®

assay

≥97.0% (HPLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

thiol

storage temp.

15-25°C

SMILES string

Fc1c(c(c(c(c1F)F)OC(=O)[C@@H](NC(=O)OCC5c6c(cccc6)c7c5cccc7)CSC(c4ccccc4)(c3ccccc3)c2ccccc2)F)F

InChI

1S/C43H30F5NO4S/c44-35-36(45)38(47)40(39(48)37(35)46)53-41(50)34(49-42(51)52-24-33-31-22-12-10-20-29(31)30-21-11-13-23-32(30)33)25-54-43(26-14-4-1-5-15-26,27-16-6-2-7-17-27)28-18-8-3-9-19-28/h1-23,33-34H,24-25H2,(H,49,51)/t34-/m0/s1

InChI key

FDAUCYDVXIPBDR-UMSFTDKQSA-N

General description

Pre-formed pentafluorophenyl ester for coupling of cysteine residues for Fmoc SPPS without enantiomerization [1,2]. Enables use of bromophenol blue monitoring of amide bond formation.

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

Literature references

[1] T. Kaiser, et al. (1996) Tetrahedron Lett., 37, 1187.
[2] Y. X. Han, et al. (1997) J. Org. Chem., 62, 4307

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Optical rotation α 25/D (c=1 in chloroform): +14.0 - +17.0 °
Purity (TLC (0004)): <3% DCU
Assay (HPLC, area%): ≥ 97.0% (a/a)
Solubility (0,5 mmole in 3 ml DMF): clearly soluble

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

Other Notes

Replaces: 04-12-1504

Legal Information

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


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



Certificates of Analysis (COA)

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