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CAS 118609-38-4

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Fmoc-D-Thr-OH

Description:
Fmoc-D-Thr-OH, or 9-fluorenylmethoxycarbonyl-D-threonine, is a protected amino acid commonly used in peptide synthesis. It features a fluorenylmethoxycarbonyl (Fmoc) group, which serves as a protective group for the amino functionality, allowing for selective reactions at the carboxyl group. This compound is characterized by its stability under basic conditions, making it suitable for solid-phase peptide synthesis. The D-threonine component contributes to its chirality, as it is the D-enantiomer of threonine, an essential amino acid involved in protein synthesis. Fmoc-D-Thr-OH is typically soluble in organic solvents such as dimethylformamide (DMF) and dichloromethane, but less soluble in water. Its molecular structure includes a hydroxyl group, which can participate in hydrogen bonding, influencing its reactivity and interactions in biochemical contexts. The use of Fmoc-D-Thr-OH in research and pharmaceutical applications highlights its importance in the development of peptide-based therapeutics and bioconjugates.
Formula:C19H19NO5
InChI:InChI=1/C19H19NO5/c1-11(21)17(18(22)23)20-19(24)25-10-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,11,16-17,21H,10H2,1H3,(H,20,24)(H,22,23)/t11?,17-/m1/s1
SMILES:CC([C@H](C(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12)O
Synonyms:
  • N-Alpha-(9-Fluorenylmethoxycarbonyl)-D-Threonine
  • N-Alpha-Fmoc-D-Threonine
  • N-Alpha-Fmoc-D-Threonine / (2R,3S)
  • Fmoc-D-Thr
  • Fmoc-D-Threonine
  • Fmoc-D-Thr Br
  • N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-threonine
  • N-Fmoc-D-Threonine
  • FMOC-D-THREONINE extrapure
  • N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-allothreonine
  • See more synonyms
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