BOC-D-TIC-OH

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Cat Number

INT11592351

CAS Number

11592-35-1

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Product Detail Description Customer Q&A

CAS Number

11592-35-1

EINECS

248-893-8

Storage

2-8℃

Synonyms

(R)-(-)-2-(TERT-BUTOXYCARBONYL)-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID;(R)-(-)-N-BOC-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBOXYLIC ACID

Molecular Formula

C15H19NO4

Molecular Weight

277.32

Smiles

CC(C)(C)OC(=O)N1CC2=CC=CC=C2C[C@H]1C(=O)O

General Description

BOC-D-TIC-OH is the Boc-protected form of D-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid. This conformationally constrained amino acid derivative is a rigid analog of phenylalanine, used to lock specific secondary structures in peptides.

Mechanism of Action

It serves as a structural constraint in peptide drug design. The bicyclic isoquinoline ring system restricts the torsional freedom of the peptide backbone, which can significantly stabilize bioactive conformations (like beta-turns) and improve resistance against enzymatic degradation.

Application

It is extensively used in medicinal chemistry to enhance the potency, selectivity, and bioavailability of peptide-based drug candidates targeting GPCRs and protease enzymes.