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88424

Sigma-Aldrich

3-(2-Thienyl)-L-alanine

≥98.0% (TLC)

Synonym(s):

(S)-α-Amino-2-thiophenepropionic acid, (S)-2-Amino-3-(2-thienyl)propionic acid

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About This Item

Empirical Formula (Hill Notation):
C7H9NO2S
CAS Number:
22951-96-8
Molecular Weight:
171.22
Beilstein:
82872
MDL number:
MFCD00064335
UNSPSC Code:
12352209
PubChem Substance ID:
57653304
NACRES:
NA.22

Quality Level

100

Assay

≥98.0% (TLC)

form

powder

optical activity

[α]20/D −30.5±1.5°, c = 1% in H2O

reaction suitability

reaction type: solution phase peptide synthesis

mp

255-263 °C (dec.) (lit.)
~260 °C (dec.)

application(s)

peptide synthesis

SMILES string

N[C@@H](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)/t6-/m0/s1

InChI key

WTOFYLAWDLQMBZ-LURJTMIESA-N

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC0996
BCBW9580
BCBV6871
BCBS7414V
BCBR6026V

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Arginine European Pharmacopoeia (EP) Reference Standard

A1270000

Arginine

3,4-Dihydroxy-L-phenylalanine ≥98% (TLC)

Sigma-Aldrich

D9628

3,4-Dihydroxy-L-phenylalanine

L-Alanine ≥98% (TLC)

Sigma-Aldrich

A7627

L-Alanine

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.
I W Hamley et al.
The journal of physical chemistry. B, 114(32), 10674-10683 (2010-07-29)
The self-assembly of a peptide based on a sequence from the amyloid beta peptide but incorporating the non-natural amino acid beta-2-thienylalanine (2-Thi) has been investigated in aqueous and methanol solutions. The peptide AAKLVFF was used as a design motif, replacing
D G Adams et al.
Critical reviews in microbiology, 9(1), 45-100 (1981-01-01)
We will be concerned with the two major differentiated cell types of filamentous cyanobacteria--the heterocyst and the akinete. The former is generally accepted to be the site of aerobic nitrogen fixation in heterocystous cyanobacteria. The latter is a spore-like cell
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)
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
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