Skip to Content
Merck
CN

Key Documents

View All Documentation

8.52022

Fmoc-Cys(tButhio)-OH

Novabiochem®

Synonym(s):

Fmoc-Cys(tButhio)-OH, N-α-Fmoc-S-t.-butylthio-L-cysteine

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C22H25NO4S2
CAS Number:
73724-43-3
Molecular Weight:
431.57
UNSPSC Code:
12352209
EC Index Number:
277-574-6
NACRES:
NA.22
MDL number:
MFCD00042617
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Segment

200

product line

Novabiochem®

assay

≥95.0% (acidimetric), ≥97.0% (HPLC), ≥98% (TLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

mp

69-79 °C

application(s)

peptide synthesis

functional group

thiol

storage temp.

15-25°C

SMILES string

S(SC(C)(C)C)C[C@H](NC(=O)OCC1c2c(cccc2)c3c1cccc3)C(=O)O

InChI

1S/C22H25NO4S2/c1-22(2,3)29-28-13-19(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)/t19-/m0/s1

InChI key

ZDUMTHLUTJOUML-IBGZPJMESA-N

General description

Building block for introduction of cysteinyl residues by Fmoc SPPS. The t-Buthio group can be selectively removed using thiols [1] or tributylphosphine[2,3]. This protecting group is stable to TFA if thiol scavengers are not used.

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

Literature references

[1] U. Weber & P. Hartter (1970) Hoppe-Seyler′s Z. Physiol. Chem., 351, 1384.
[2] U. T. Ruegg & H. G. Gattner (1975) Hoppe-Seyler′s Z. Physiol. Chem., 356, 1527.
[3] N. J. C. Beekman, et al. (1997) J. Peptide Res., 50, 357.

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (TLC(011B)): ≥ 98 %
Purity (TLC(0811)): ≥ 98 %
Enantiomeric purity: ≥ 99.5 % (a/a)
Assay (HPLC, area%): ≥ 97.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 95.0 %
Water (K. F.): ≤ 2.00 %

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

Other Notes

Replaces: 04-12-1041

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library