(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 would like to match the lowest price on market if possible.

Your information is safe with us.

refresh
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:
Target:
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. :NA
    Product Name:

    5’-Deoxy-2’,3’-O-isopropylidene-5-fluorocytidine-13C,15N2

    Cat No: R004736 View details
  • CAS No. :NA
    Product Name:

    5’-Deoxy-2’,3’-O-isopropylidene-4-thio-5-fluorocytidine-13C,15N2

    Cat No: R004737 View details
  • CAS No. :145887-88-3
    Product Name:

    Cerpegin

    Cat No: R004738 View details
  • CAS No. :NA
    Product Name:

    5’-Deoxy-2’,3’-O-isopropylidene-5-fluorouridine-13C,15N2

    Cat No: R004739 View details