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Sigma-Aldrich

Fmoc-Cys(tButhio)-OH

Novabiochem®

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C22H25NO4S2
Número de CAS:
Peso molecular:
431.57
MDL number:
UNSPSC Code:
12352209
EC Index Number:
277-574-6
NACRES:
NA.22

Quality Level

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

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.

Linkage

Replaces: 04-12-1041

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.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Artículos

Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.

Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.

Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.

Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.

Protocolos

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

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

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

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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