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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:
73724-43-3
Peso molecular:
431.57
MDL number:
MFCD00042617
UNSPSC Code:
12352209
EC Index Number:
277-574-6
NACRES:
NA.22

Quality Level

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

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

Categorías relacionadas

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

Selecting Orthogonal Building Blocks

Novabiochem® product range has one of the largest collections of orthogonally and quasi-orthogonally protected tri-functional amino acids. These derivatives are useful tools for the synthesis of cyclic and branched peptides and peptides carrying side-chain modifications.

Protocolos

Selecting Orthogonal Building Blocks

Novabiochem® product range has one of the largest collections of orthogonally and quasi-orthogonally protected tri-functional amino acids. These derivatives are useful tools for the synthesis of cyclic and branched peptides and peptides carrying side-chain modifications

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

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