L-Tryptophanol

L-Tryptophanol Structure
L-Tryptophanol structure
Common Name L-Tryptophanol
CAS Number 2899-29-8 Molecular Weight 190.24200
Density 1.245g/cm3 Boiling Point 444.2ºC at 760mmHg
Molecular Formula C11H14N2O Melting Point 73-77 °C(lit.)
MSDS Chinese USA Flash Point 222.5ºC
Symbol GHS07
GHS07
Signal Word Warning

Enantioselective formal synthesis of (+)-dihydrocorynantheine and (-)-dihydrocorynantheol.

J. Org. Chem. 74(3) , 1205-11, (2009)

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 re...

Straightforward methodology for the enantioselective synthesis of benzo[a]- and indolo[2,3-a]quinolizidines.

J. Org. Chem. 72(14) , 5193-201, (2007)

An enantioselective two-step route to substituted benzo[a]- and indolo[2,3-a]quinolizidines has been developed. It consists of (i) a stereoselective cyclocondensation of a racemic or prochiral delta-oxo(di)ester with either (S)-(3,4-dimethoxyphenyl)alaninol o...

Enantioselective formal synthesis of ent-rhynchophylline and ent-isorhynchophylline.

Chem. Commun. (Camb.) 49(19) , 1954-6, (2013)

Starting from (S)-tryptophanol, a formal synthesis of ent-rhynchophylline and ent-isorhynchophylline, involving stereoselective cyclocondensation, spirocyclization, and alkylation reactions, and the final adjustment of the oxidation level at the oxindole and ...

Tryptophanyl-tRNA synthetase in cell lines resistant to tryptophan analogs.

Exp. Cell Res. 195(1) , 66-78, (1991)

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 e...

Lambda-carrageenan: a novel chiral selector for capillary electrophoresis.

Chirality 8(7) , 503-510, (1996)

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 enantio...

Amino acid deprivation links BLIMP-1 to the immunomodulatory enzyme indoleamine 2,3-dioxygenase.

J. Immunol. 183(9) , 5768-77, (2009)

Catabolism of tryptophan by IDO1 plays an important role in the control of immune responses. Activation of the eukaryotic initiation factor 2alpha (eIF2alpha) kinase general control nonderepressible-2 (GCN2) following tryptophan depletion is a major pathway m...

Quantifying prefibrillar amyloids in vitro by using a "thioflavin-like" spectroscopic method.

ChemBioChem. 11(13) , 1889-95, (2010)

In Alzheimer's disease (AD) and other neurodegenerative disorders, proteins accumulate into ordered aggregates, called amyloids. Recent evidence suggests that these structures include both large, insoluble fibrils and smaller, prefibrillar structures, such as...

Direct high-performance liquid chromatographic separation of the enantiomers of an aromatic amine and four aminoalcohols using polysaccharide chiral stationary phases and acidic additive.

Chirality 19(8) , 647-53, (2007)

The HPLC enantiomeric separation of N-benzyl-alpha-methyl-benzylamine, phenylalaninol, tryptophanol, 2 (diphenylhydroxymethyl)pyrrolidine, and isoproterenol was accomplished in the normal-phase mode using two polysaccharide-derived chiral stationary phases (C...