L-Pyroglutamic acid pentachlorophenyl ester
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L-Pyroglutamic acid pentachlorophenyl ester

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Category
Cyclic Amino Acids
Catalog number
BAT-005608
CAS number
28990-85-4
Molecular Formula
C11H6NO3Cl5
Molecular Weight
377.40
L-Pyroglutamic acid pentachlorophenyl ester
IUPAC Name
(2,3,4,5,6-pentachlorophenyl) (2S)-5-oxopyrrolidine-2-carboxylate
Synonyms
L-Pyr-OPcp
Appearance
White powder
Purity
≥ 99% (Elemental Analysis)
Density
1.683g/cm3
Melting Point
191-195 °C
Storage
Store at 2-8°C
InChI
InChI=1S/C11H6Cl5NO3/c12-5-6(13)8(15)10(9(16)7(5)14)20-11(19)3-1-2-4(18)17-3/h3H,1-2H2,(H,17,18)/t3-/m0/s1
InChI Key
ZKGMBAZWQLUSMW-VKHMYHEASA-N
Canonical SMILES
C1CC(=O)NC1C(=O)OC2=C(C(=C(C(=C2Cl)Cl)Cl)Cl)Cl

L-Pyroglutamic acid pentachlorophenyl ester is a chemical compound often used in organic synthesis and biomedical research. Here are some key applications of L-Pyroglutamic acid pentachlorophenyl ester:

Peptide Synthesis: L-Pyroglutamic acid pentachlorophenyl ester is utilized in the synthesis of peptides, acting as an activated ester for coupling amino acids. Its reactivity facilitates the formation of peptide bonds, making it a valuable reagent in creating peptides for research and therapeutic purposes. This simplifies the process of producing complex peptides with specific sequences for various applications.

Bioconjugation: In bioconjugation, this compound can be used to link biomolecules through esterification reactions. It allows the attachment of haptens, fluorescent dyes, or other molecules to proteins or larger biomolecules. This is crucial in creating conjugates for diagnostic assays, imaging, and targeted therapeutics.

Catalysis Studies: L-Pyroglutamic acid pentachlorophenyl ester can be used in catalytic studies to explore reaction mechanisms involving esterification and transesterification processes. Researchers use it as a model substrate to evaluate enzyme or catalyst performance and to understand reactivity patterns. This provides insights into catalysis that are applicable in both chemical and biotechnological fields.

Drug Delivery Research: This compound is used in drug delivery research, specifically in the modification of drug molecules to enhance their delivery and stability. By forming prodrugs or conjugates, L-Pyroglutamic acid pentachlorophenyl ester helps improve the pharmacokinetic profile of therapeutic agents. These modifications can lead to more effective therapies with improved patient outcomes.

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