Tourwe, Dirk’s team published research in Biopolymers in 38 | CAS: 142335-42-0

Tourwe, Dirk published the artcileConformational restriction of Tyr and Phe side chains in opioid peptides: information about preferred and bioactive side-chain topology, Product Details of C15H19NO5, the publication is Biopolymers (1996), 38(1), 1-12, database is CAplus and MEDLINE.

The side chain of Tyr and Phe was fixed into the gauche(-) or gauche(+) conformation by using 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) or 7-hydroxy-Tic (Htc) structures, and into the trans conformation by using aminobenzazepine-type structure I. When incorporated into dermorphin or deltorphin II, the Tic and Htc analogs all showed a large decrease in both μ and δ affinities and activities. Fixation of Phe³ in the trans rotamer resulted in a large increase in δ affinity in the dermorphin analog, whereas in the I-containing deltorphin II analog, good δ affinity is maintained despite the removal of the Glu side chain. Whereas several authors propose a gauche(-) preferred conformation for the Phe³ side chain, these results suggest a trans conformation at the δ receptor. The use of these conformationally constrained residues for evaluating the preferred solution conformation in the flexible N-terminal tripeptide Tyr-D-Ala-Phe is illustrated. The ¹H-NMR parameters-chem. shift, temperature dependence, and nuclear Overhauser effects to the D-Ala² Me protons in the different analogs-provide direct evidence to confirm the proposed sandwich conformation in the native peptides.

Biopolymers published new progress about 142335-42-0. 142335-42-0 belongs to tetrahydroisoquinoline, auxiliary class Tetrahydroisoquinoline,Chiral,Carboxylic acid,Amide,Alcohol, name is (S)-2-(tert-Butoxycarbonyl)-7-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, and the molecular formula is C17H18N2O6, Product Details of C15H19NO5.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydroisoquinoline,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem