InChI
1S/C11H14N2O/c12-9(7-14)5-8-6-13-11-4-2-1-3-10(8)11/h1-4,6,9,13-14H,5,7,12H2/t9-/m0/s1
SMILES string
N[C@H](CO)Cc1c[nH]c2ccccc12
InChI key
UDQCRUSSQAXPJY-VIFPVBQESA-N
assay
97%
optical activity
[α]20/D −20.5°, c = 1 in methanol
reaction suitability
reaction type: solution phase peptide synthesis
mp
73-77 °C (lit.)
application(s)
peptide synthesis
Quality Level
G M Beck et al.
Chirality, 8(7), 503-510 (1996-01-01)
Lambda-carrageenan, a linear high molecular weight sulfated polysaccharide, has been employed as a chiral selector in capillary electrophoresis for the separation of enantiomers of weakly basic pharmaceutical compounds. The racemic compounds that were enantioresolved included propranolol, pindolol, tryptophanol, laudanosine and
Mercedes Amat et al.
The Journal of organic chemistry, 74(3), 1205-1211 (2008-12-17)
The enantioselective construction of the 3-ethylindolo[2,3-a]quinolizidine moiety present in numerous indole alkaloids is reported, the key steps being a stereoselective cyclocondensation of (S)-tryptophanol with an appropriate racemic delta-oxoester and a regio- and stereoselective cyclization of the resulting oxazolopiperidones on the
Theodoros Eleftheriadis et al.
International journal of molecular medicine, 42(1), 557-568 (2018-04-26)
It is generally hypothesized in the literature that indoleamine 2,3‑dioxygenase (IDO), by degrading L‑tryptophan along the kynurenine pathway, suppresses CD4+ T‑cell function by inducing apoptosis, inhibiting proliferation and promoting differentiation towards a regulatory phenotype. These effects are either accompanied or
Theodoros Eleftheriadis et al.
Biomolecules, 9(12) (2019-12-11)
Along with infections, ultrafiltration failure due to the toxicity of glucose-containing peritoneal dialysis (PD) solutions is the Achilles' heel of PD method. Triggered by the protective effect of general control nonderepressible-2 (GCN-2) kinase activation against high-glucose conditions in other cell
E L Paley et al.
Experimental cell research, 195(1), 66-78 (1991-07-01)
Bovine kidney cell lines resistant to tryptamine and tryptophanol (tryptophan analogs) were selected. The content of tryptophanyl-tRNA synthetase (WRS, EC 6.1.1.2) was assayed by measuring the binding of monospecific polyclonal antibodies to the 35S-labeled enzyme in detergent-soluble and -insoluble forms
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