Z-L-aminoadipic acid

Z-L-aminoadipic acid is a protected, L-configured amino acid derivative in which the α-amino group of aminoadipic acid is masked by a Z (benzyloxycarbonyl, Cbz) protecting group, yielding a six-carbon side chain that terminates in a carboxylic acid functionality. The molecule therefore contains a free carboxyl group at the α-position, a protected carbamate at the amino position, and an additional side-chain carboxylic acid that can be deprotonated under basic conditions while remaining chemoselectively protected at the nitrogen. Z-L-aminoadipic acid is used as a building block for peptide and peptidomimetic synthesis and for preparing amino acid-based conjugates or analytical standards where controlled protection of the amino functionality and the presence of a second carboxyl group are relevant.

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

CAT No: CP02707

CAS No:24325-14-2

Synonyms/Alias:24325-14-2;(S)-2-(((Benzyloxy)carbonyl)amino)hexanedioicacid;Z-AAD-OH;Cbz-Aad-OH;Z-L-aminoadipicacid;SCHEMBL5711264;CTK1A1486;MolPort-020-004-710;SFOMJKAHGVQMPU-NSHDSACASA-N;ZINC2560796;1791AB;ANW-58118;AKOS016003129;(2S)-2-benzyloxycarbonylaminoadipicacid;AJ-40654;AK-87745;(2S)-2-(Benzyloxycarbonylamino)adipicacid;TC-146863;K-6528;Hexanedioicacid,2-[[(phenylmethoxy)carbonyl]amino]-,(2S)-

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M.F/Formula

C14H17NO6

M.W/Mr.

295.29

Abbr

Cbz-Aad-OH

InChI

1S/C14H17NO6/c16-12(17)8-4-7-11(13(18)19)15-14(20)21-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,15,20)(H,16,17)(H,18,19)/t11-/m0/s1

InChI Key

SFOMJKAHGVQMPU-NSHDSACASA-N

Canonical SMILES

C1=CC=C(C=C1)COC(=O)NC(CCCC(=O)O)C(=O)O

1. Myotropic activity of allatostatins in tenebrionid beetles

2. Low bone turnover and low BMD in Down syndrome: effect of intermittent PTH treatment

3. Olfactory receptor based piezoelectric biosensors for detection of alcohols related to food safety applications

4. Effect of Short-Term Desiccation, Recovery Time, and CAPA-PVK Neuropeptide on the Immune System of the Burying Beetle Nicrophorus vespilloides

5. Proinsulin C-peptide and insulin: Limited pattern similarities of interest in inter-peptide interactions but no C-peptide effect on insulin and IGF-1 receptor signaling

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