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CAS 87720-55-6

:

Fmoc-4,5-dehydro-Leu-OH

Description:
Fmoc-4,5-dehydro-Leu-OH, with the CAS number 87720-55-6, is a chemical compound commonly used in peptide synthesis and research. It is a derivative of leucine, an essential amino acid, modified with a fluorenylmethyloxycarbonyl (Fmoc) protecting group, which is widely utilized in solid-phase peptide synthesis to protect the amino group during the coupling reactions. The presence of the 4,5-dehydro modification introduces a double bond in the side chain, which can influence the compound's conformational properties and biological activity. This compound is typically a white to off-white solid and is soluble in organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but less soluble in water. Its stability and reactivity make it a valuable intermediate in the synthesis of more complex peptides and proteins. As with many chemical substances, proper handling and safety precautions should be observed, as it may pose health risks if ingested or inhaled.
Formula:C21H21NO4
InChI:InChI=1S/C21H21NO4/c1-13(2)11-19(20(23)24)22-21(25)26-12-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,18-19H,1,11-12H2,2H3,(H,22,25)(H,23,24)/t19-/m0/s1
InChI key:InChIKey=YUPPKUMKKSBZRL-IBGZPJMESA-N
SMILES:C(OC(N[C@@H](CC(C)=C)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2
Synonyms:
  • (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methylpent-4-enoic acid
  • (2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-4-methyl-4-pentenoic acid
  • 4-Pentenoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-4-methyl-, (2S)-
  • 4-Pentenoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-4-methyl-, (S)-
  • Fmoc-4,5-Dehydro-L-Leucine
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