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Sigma-Aldrich

3-(2-Thienyl)-DL-alanine

≥98%

Synonym(s):

2-Amino-3-(2-thienyl)propionic acid

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About This Item

Empirical Formula (Hill Notation):
C7H9NO2S
CAS Number:
Molecular Weight:
171.22
Beilstein:
82874
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

Assay

≥98%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

275-277 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

NC(Cc1cccs1)C(O)=O

InChI

1S/C7H9NO2S/c8-6(7(9)10)4-5-2-1-3-11-5/h1-3,6H,4,8H2,(H,9,10)

InChI key

WTOFYLAWDLQMBZ-UHFFFAOYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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D P Bedard et al.
Journal of bacteriology, 141(1), 100-105 (1980-01-01)
When treated with the amino acid analog beta-2-DL-thienylalanine, cells of the yeast Saccharomyces cerevisiae accumulated in the G1 portion of the cell cycle at the "start" event. This G1 arrest was accompanied by a rapid decrease in the rate of
"Physiological phenylketonuria": a biochemical defect caused by delayed maturation of the phenylalanine hydroxylation pathway and by competition with the phenylalanine biosynthetic pathway.
K J Brown
Medical hypotheses, 6(2), 215-224 (1980-02-01)
G Riccardi et al.
Journal of bacteriology, 147(3), 1002-1007 (1981-09-01)
Mutants of Spirulina platensis resistant to 5-fluorotryptophan, beta-3-thienyl-alanine, ethionine, p-fluorophenylalanine, or azetidine-2-carboxylic acid were isolated. Some of these mutants appeared to be resistant to more than one analog and to overproduce the corresponding amino acids. A second group was composed
Uptake and incorporation of amino acids by suspension cultured mammalian cells: a comparative study involving eleven naturally-occurring and four analogue amino acids.
D N Wheatley et al.
Cytobios, 30(118), 101-126 (1981-01-01)
K J Brown et al.
Medical microbiology and immunology, 168(1), 11-24 (1980-02-01)
Faecal samples were taken from three diet-managed phenylketonuric children to determine effects of beta-2-thienylalanine (beta-2-t) on indigenous bacteria. From sample swabs, 127 anaerobes were identified and tested for beta-2-t inhibition on a phenylalanine (Phe)-free medium, Anaerobe Inhibition Test (AIT) agar.

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