Structure

Fmoc-Cys(tBu)-OH

CAS
67436-13-9
Catalog Number
ACM67436139
Category
Amino Acids
Molecular Weight
399.5

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Specification

Description
The side-chain tBu group is stable to TFA and iodine oxidation. Treatment with MeSiCl3/PhSOPh removes t-Bu and cyclizes in one step without scrambling existing disulphide bonds. Removed with Hg(II) to give cysteinyl peptides.
Synonyms
Fmoc-Cys(tBu)-OH, N-α-Fmoc-S-t.-butyl-L-cysteine
InChI
1S/C22H25NO4S/c1-22(2,3)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)
InChI Key
IXAYZHCPEYTWHW-UHFFFAOYSA-N
Melting Point
133-136℃
Application
Peptide synthesis.
Assay
≥97.0% (acidimetric)
≥98% (TLC)
≥98.0% (HPLC)
Form
powder
Functional Group
thiol
MDL Number
MFCD00037130
Quality Level
200
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Storage Temperature
2-30℃

Upstream Synthesis Route 1

  • 28920-43-6
  • 2481-09-6
  • 67436-13-9

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

Upstream Synthesis Route 2

  • 135273-01-7
  • 67436-13-9

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

Upstream Synthesis Route 3

  • 28920-43-6
  • 2481-09-6
  • 67436-13-9

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

Downstream Synthesis Route 1

  • 35661-60-0
  • 67436-13-9
  • 115057-30-2
  • 71989-31-6
  • 50-56-6

Reference: [1] Tetrahedron Letters, 1987, vol. 28, # 46, p. 5651 - 5654

Downstream Synthesis Route 2

  • 54714-11-3
  • 67436-13-9
  • 113534-23-9

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

Downstream Synthesis Route 3

  • 68206-45-1
  • 67436-13-9
  • 82176-99-6

Reference: [1]Chemistry Letters,1982,p. 921 - 924

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

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