Boc-Glu(OBzl)-OH DCHA
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Boc-Glu(OBzl)-OH DCHA

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Category
BOC-Amino Acids
Catalog number
BAT-015016
CAS number
13574-84-0
Molecular Formula
C29H46N2O6
Molecular Weight
518.69
Boc-Glu(OBzl)-OH DCHA
IUPAC Name
N-cyclohexylcyclohexanamine;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxo-5-phenylmethoxypentanoic acid
Synonyms
Boc-Glu(OBn)-OH.DCHA; N-tert-butoxycarbonyl-O5-benzyl-L-glutamic acid dicyclohexylamine; Dicyclohexylamine (S)-5-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-5-oxopentanoate; Boc-Glu(OBzl)-OH (dicyclohexylammonium) salt; (2S)-5-(Benzyloxy)-2-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-5-oxopentanoic acid N-cyclohexylcyclohexanamine (1:1); L-Glutamic acid, N-[(1,1-dimethylethoxy)carbonyl]-, 5-(phenylmethyl) ester, compd. with N-cyclohexylcyclohexanamine (1:1); Boc-L-glutamic acid 5-benzyl ester (dicyclohexylammonium) salt
Related CAS
13574-13-5 (free base)
Purity
≥95%
Melting Point
140-142°C
Storage
Store at -20°C
InChI
InChI=1S/C17H23NO6.C12H23N/c1-17(2,3)24-16(22)18-13(15(20)21)9-10-14(19)23-11-12-7-5-4-6-8-12;1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h4-8,13H,9-11H2,1-3H3,(H,18,22)(H,20,21);11-13H,1-10H2/t13-;/m0./s1
InChI Key
PLGYLOMCRIZGSY-ZOWNYOTGSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCC(=O)OCC1=CC=CC=C1)C(=O)O.C1CCC(CC1)NC2CCCCC2

Boc-Glu(OBzl)-OH DCHA is a protected form of glutamic acid, commonly used in organic synthesis and peptide chemistry. Here are some key applications of Boc-Glu(OBzl)-OH DCHA:

Peptide Synthesis: Boc-Glu(OBzl)-OH DCHA is crucial in the synthesis of peptides, where it acts as a protected amino acid building block. The Boc group serves as a protective entity for the amino group, preventing unwanted side reactions during peptide assembly. Its utilization helps in achieving precise peptide sequences, essential for research and therapeutic development.

Drug Development: In pharmaceutical research, Boc-Glu(OBzl)-OH DCHA is employed to create specific peptide-based drug candidates. The compound allows chemists to build peptides with modified side chains, enhancing the pharmacokinetic or pharmacodynamic properties of potential therapeutics.

Bioconjugation: Boc-Glu(OBzl)-OH DCHA is used in bioconjugation processes, which involve linking peptides to other biomolecules or materials. The presence of the Boc and benzyl ester protections aids in maintaining peptide stability and reactivity during conjugation. This technique enhances the functionality of biomaterials and is pivotal in designing advanced diagnostic or therapeutic tools.

Agricultural Biotechnology: In the context of biotechnology, Boc-Glu(OBzl)-OH DCHA can be utilized in the synthesis of bioactive peptides that enhance plant growth or defense mechanisms. The engineered peptides can then be deployed to increase crop resistance to environmental stresses. This application highlights its significance in developing sustainable agricultural practices.

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