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469971

Sigma-Aldrich

L-Tryptophanol

97%

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About This Item

Empirical Formula (Hill Notation):
C11H14N2O
CAS Number:
2899-29-8
Molecular Weight:
190.24
MDL number:
MFCD00037970
UNSPSC Code:
12352209
PubChem Substance ID:
24870628
NACRES:
NA.22

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

SMILES string

N[C@H](CO)Cc1c[nH]c2ccccc12

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

InChI key

UDQCRUSSQAXPJY-VIFPVBQESA-N

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

469971-VAR:
469971-1G:
469971-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCL9993
MKCK1741
MKBJ1000
MKBD9374
MKBB2391

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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
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
Ashley A Reinke et al.
Chembiochem : a European journal of chemical biology, 11(13), 1889-1895 (2010-08-03)
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 dimers, oligomers, and protofibrils. Recently, focus has shifted
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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