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Key Documents

87433

Sigma-Aldrich

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

≥98.0% (T)

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About This Item

Empirical Formula (Hill Notation):
C10H11NO2
CAS Number:
Molecular Weight:
177.20
Beilstein/REAXYS Number:
5378782
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

assay

≥98.0% (T)

optical activity

[α]20/D +164±3°, c = 2% in 1 M NaOH

impurities

≤1% water

application(s)

peptide synthesis

SMILES string

OC(=O)[C@H]1Cc2ccccc2CN1

InChI

1S/C10H11NO2/c12-10(13)9-5-7-3-1-2-4-8(7)6-11-9/h1-4,9,11H,5-6H2,(H,12,13)/t9-/m1/s1

InChI key

BWKMGYQJPOAASG-SECBINFHSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Sterically constrained analogue of D-phenylalanine[1]; Auxiliary in enantioselective reduction[2]

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T. Mehler et al.
Tetrahedron Asymmetry, 5, 185-185 (1994)
G Valle et al.
International journal of peptide and protein research, 40(3-4), 222-232 (1992-09-01)
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

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