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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

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

Certificates of Analysis (COA)

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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.
Microbiology and immunology, 24(7), 603-615 (1980-01-01)
Growth comparisons were made, using Shigella, Escherichia, and Salmonella cultures, in liquid and agar-solidified defined media containing beta-2-thienylalanine (beta-2-t). The comparisons were performed to determine the nature of growth inhibition by beta-2-t under different physical growth conditions. In a plate
K J Brown et al.
Antonie van Leeuwenhoek, 45(4), 531-546 (1979-01-01)
Mice fed beta-2-thienylalanine (beta-2-T) by oesophageal tube were no more susceptible to gastrointestinal tract colonization by Salmonella typhimurium or Shigella flexneri III than control mice fed water. In both beta-2-T-fed and water-fed groups, the increasing dosage of S. typhimurium, in
S Stoev et al.
Journal of peptide science : an official publication of the European Peptide Society, 5(3), 141-153 (1999-05-14)
We report the solid-phase synthesis and some pharmacological properties of 23 new analogs of arginine vasopressin (AVP) which have the Phe3 residue replaced by a broad variety of amino acids. Peptides 1-9 have at position 3: (1) the mixed aromatic/aliphatic
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
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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