Structure

Fmoc-Cys(tButhio)-OH

CAS
73724-43-3
Catalog Number
ACM73724433-1
Category
Amino Acids
Molecular Weight
431.57
Molecular Formula
C22H25NO4S2

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Specification

Description
Building block for introduction of cysteinyl residues by Fmoc SPPS. The t-Buthio group can be selectively removed using thiols or tributylphosphine. This protecting group is stable to TFA if thiol scavengers are not used.
Synonyms
Fmoc-Cys(tButhio)-OH, N-α-Fmoc-S-t.-butylthio-L-cysteine
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
Melting Point
69-79℃
Application
Peptide synthesis.
Assay
≥95.0% (acidimetric)
≥97.0% (HPLC)
≥98% (TLC)
Form
powder
Functional Group
thiol
MDL Number
MFCD00042617
Quality Level
200
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Storage Temperature
15-25℃
Type
Unlabeled Standard Amino Acids, Cysteine (Cys)

Upstream Synthesis Route 1

  • 135248-89-4
  • 75-66-1
  • 73724-43-3

Reference: [1] Journal of Organic Chemistry, 2010, vol. 75, # 5, p. 1811 - 1813
[2] Protein and Peptide Letters, 2014, vol. 21, # 12, p. 1257 - 1264

Upstream Synthesis Route 2

  • 30044-51-0
  • 28920-43-6
  • 73724-43-3

Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985, p. 2057 - 2064

Upstream Synthesis Route 3

  • 135273-01-7
  • 73724-43-3

Reference: [1] Protein and Peptide Letters, 2014, vol. 21, # 12, p. 1257 - 1264

Upstream Synthesis Route 4

  • 30044-51-0
  • 28920-43-6
  • 73724-43-3

Reference: [1]Journal of the Chemical Society. Perkin transactions I,1985,p. 2057 - 2064

Downstream Synthesis Route 1

  • 54714-11-3
  • 73724-43-3
  • 113534-24-0

Reference: [1]Liebigs Annalen der Chemie,1988,p. 437 - 440

* For details of the synthesis route, please refer to the original source to ensure accuracy.

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