Z-1,2-trans-ACHC-OH

Z-1,2-trans-ACHC-OH is a protected, non-proteinogenic amino acid derivative featuring an ACHC (1-aminocyclohexane carboxylic acid) core with a defined 1,2-trans relationship across the adjacent stereocenters and a Z-configured substituent consistent with a Z-protecting group designation. The molecule contains a free carboxylic acid functional group and an amino functionality while bearing the Z-type protecting group that modulates chemoselectivity by reducing undesired side reactions of the amine during handling and coupling chemistry. Z-1,2-trans-ACHC-OH is used as a building block in peptide and peptidomimetic synthesis and in structure-activity or stereochemical studies where a cyclohexyl-based, conformationally constrained amino acid scaffold is required for controlled incorporation into larger amide frameworks.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP25943

CAS No:61935-48-6

Synonyms/Alias:61925-78-8;Boc-S-4-methylbenzyl-D-cysteine;Boc-D-Cys(4-Mbzl)-OH;(S)-2-((tert-Butoxycarbonyl)amino)-3-((4-methylbenzyl)thio)propanoicacid;AmbotzBAA5420;AC1Q2M2G;Boc-D-Cys(4-MeBzl)-OH;BOC-D-CYS(MBZL)-OH;SCHEMBL7331137;MolPort-005-938-123;ZINC1576253;KM0556;AM81659;AC-19261;AJ-27317;AK-81104;KB-48408;X5770;(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-{[(4-methylphenyl)methyl]sulfanyl}propanoicacid

Chemical Name:trans-1-(Benzyloxycarbonyl-amino)-cyclohexyl-2-carboxylic acid

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M.F/Formula
C16H23NO4S
M.W/Mr.
277,32 g/mole
Size
1 g;5 g;25 g;
InChI
1S/C16H23NO4S/c1-11-5-7-12(8-6-11)9-22-10-13(14(18)19)17-15(20)21-16(2,3)4/h5-8,13H,9-10H2,1-4H3,(H,17,20)(H,18,19)/t13-/m1/s1
InChI Key
CUNVVZWSABRKAL-CYBMUJFWSA-N
Canonical SMILES
CC1=CC=C(C=C1)CSCC(C(=O)O)NC(=O)OC(C)(C)C

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