Z-L-glutamic acid γ-tert-butyl ester
Need Assistance?
  • US & Canada:
    +
  • UK: +

Z-L-glutamic acid γ-tert-butyl ester

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category
CBZ-Amino Acids
Catalog number
BAT-003348
CAS number
3886-08-6
Molecular Formula
C17H23NO6
Molecular Weight
337.40
Z-L-glutamic acid γ-tert-butyl ester
IUPAC Name
(2S)-5-[(2-methylpropan-2-yl)oxy]-5-oxo-2-(phenylmethoxycarbonylamino)pentanoic acid
Synonyms
Z-L-Glu(OtBu)-OH; Z-L-glutamic acid 5-tert-butyl ester; (S)-2-(((Benzyloxy)Carbonyl)Amino)-5-(Tert-Butoxy)-5-Oxopentanoic Acid
Appearance
White powder
Purity
≥ 98% (HPLC)
Density
1.197g/cm3
Melting Point
78-92 °C
Boiling Point
522.6°C
Storage
Store at 2-8 °C
InChI
InChI=1S/C17H23NO6/c1-17(2,3)24-14(19)10-9-13(15(20)21)18-16(22)23-11-12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3,(H,18,22)(H,20,21)/t13-/m0/s1
InChI Key
GLMODRZPPBZPPB-ZDUSSCGKSA-N
Canonical SMILES
CC(C)(C)OC(=O)CCC(C(=O)O)NC(=O)OCC1=CC=CC=C1

Z-L-glutamic acid γ-tert-butyl ester, a versatile chemical compound, finds extensive use in peptide synthesis and pharmaceutical endeavors.

Peptide Synthesis: Serving as a foundational component in peptide construction, Z-L-glutamic acid γ-tert-butyl ester plays a pivotal role. Its ester moiety acts as a safeguard during amino acid coupling reactions, effectively averting undesired side reactions. Once the peptide chain is synthesized, the protective group can be removed, ensuring the production of the target peptide with exceptional purity and yield.

Pharmaceutical Development: Within the realm of pharmaceutical innovation, Z-L-glutamic acid γ-tert-butyl ester emerges as a crucial element in prodrug synthesis. The ester group enhances the solubility and stability of therapeutic agents, thereby augmenting their bioavailability. Upon administration, the ester undergoes hydrolysis transforming into the active drug, thereby enabling controlled release and targeted therapeutic effects.

Bioconjugation Studies: In the domain of bioconjugation, Z-L-glutamic acid γ-tert-butyl ester is instrumental in linking drugs or imaging agents to carrier molecules like antibodies or nanoparticles. The ester linkage facilitates the formation of durable conjugates vital for efficient drug delivery systems. This approach enhances therapeutic effectiveness while minimizing adverse effects by directing treatments towards specific cells or tissues.

Materials Science: Exploring its potential in materials science, Z-L-glutamic acid γ-tert-butyl ester is harnessed for creating biodegradable polymers with applications in drug delivery and tissue engineering. Its role in polymerization yields materials with distinct properties like biocompatibility and controlled degradation rates, ideal for various medical applications.

Online Inquiry
Verification code
Inquiry Basket