(R)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid

CAS No. : 103733-65-9

(R)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid,103733-65-9
Product Details
For research use only. Not Intended for Therapeutic Use!
Cat No:I000220
Molecular Formula:C10H11NO2
Molecular Weight:177.2
Price:Get quote
We match the lowest price on market.

Your information is safe with us.

Cat No:I000220
Cas No:103733-65-9
Product-Name:(R)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid

(R)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid is a constrained Phe analogue which can fold into a beta-bend and a helical structure, and to adopt a preferred side-chain disposition in the peptide.
IC50 value:
Three Tic-containing (Tic = 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid) model peptides were synthesized to assess the tendency of this constrained Phe analogue to fold into a beta-bend and a helical structure, and to adopt a preferred side-chain disposition. The results of the solution conformational analysis, performed by using Fourier transform infrared absorption and 1H nuclear magnetic resonance, indicate that in chloroform the -Aib-D-Tic-Aib-, -(Aib)2-D-Tic-(Aib)2-, and -L-Pro-D-Tic- sequences fold into intramolecularly H-bonded forms to a great extent. An X-ray diffraction analysis on p-BrBz-(Aib)2-DL-Tic-(Aib)2-OMe monohydrate and p-BrBz-L-Pro-D-Tic-NHMe allows us to conclude that, while the pentapeptide methylester forms an incipient (distorted) 3(10)-helix, the dipeptide methylamide adopts a type-II beta-bend conformation. In both cases, the D-Tic side-chain conformation is D, gauche(-). The implications for the use of the Tic residue in designing conformationally restricted analogues of bioactive peptides are briefly discussed.

[1]. Valle G, et al. Constrained phenylalanine analogues. Preferred conformation of the 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) residue. Int J Pept Protein Res. 1992 Sep-Oct;40(3-4):222-32.

Recommended Products
  • CAS No. :7447-40-7
    Product Name:

    Potassium Chloride

    Cat No: R031868 View details
  • CAS No. :211915-07-0
    Product Name:

    O-Octyl Dabigatran Ethyl Ester

    Cat No: R031869 View details
  • CAS No. :2879-15-4
    Product Name:


    Cat No: R031870 View details
  • CAS No. :768-95-6
    Product Name:


    Cat No: R031871 View details