CAS 59995-64-1

(+)-Thienamycin

Description:

Thienamycin is a naturally occurring beta-lactam antibiotic that belongs to the class of carbapenems. It is notable for its broad-spectrum antibacterial activity, particularly against Gram-negative and Gram-positive bacteria, including strains resistant to other antibiotics. The structure of thienamycin features a thiazolidine ring fused to a beta-lactam ring, which is essential for its antimicrobial action. This compound is characterized by its ability to inhibit bacterial cell wall synthesis by binding to penicillin-binding proteins, leading to cell lysis and death. Thienamycin is also known for its stability against many beta-lactamases, enzymes produced by bacteria that confer resistance to other beta-lactam antibiotics. Due to its potent activity and unique structure, thienamycin has been a subject of interest in antibiotic research and development. However, its clinical use has been limited due to instability in solution and the development of resistance among some bacterial strains. Overall, thienamycin represents an important milestone in the search for effective antimicrobial agents.

Formula: C₁₁H₁₆N₂O₄S

InChI: InChI=1S/C11H16N2O4S/c1-5(14)8-6-4-7(18-3-2-12)9(11(16)17)13(6)10(8)15/h5-6,8,14H,2-4,12H2,1H3,(H,16,17)/t5-,6-,8-/m1/s1

InChI key: InChIKey=WKDDRNSBRWANNC-ATRFCDNQSA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@@]([C@@H](C)O)(C2=O)[H])(CC1SCCN)[H]

Synonyms:

• (+)-Thienamycin
• (5R,6S)-3-[(2-Aminoethyl)thio]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• (5R,6S)-3-[(2-Ammonioethyl)sulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[(2-aminoethyl)thio]-6-(1-hydroxyethyl)-7-oxo-, [5R-[5α,6α(R*)]]-
• 1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[(2-aminoethyl)thio]-6-[(1R)-1-hydroxyethyl]-7-oxo-, (5R,6S)-
• 5-22-07-00446
• 59995-64-1
• Thienpenem
• [5R-[5a,6a(R*)]]-3-[(2-Aminoethyl)thio]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid

(+)-Thienamycin

CAS: 59995-64-1

(+)-Thienamycin

Purity: 98%

Molecular weight: 272.32g/mol

Ref: 54-OR1075449

Imipenem EP Impurity A

CAS: 59995-64-1

Formula: C₁₁H₁₆N₂O₄S

Molecular weight: 272.33

Ref: 4Z-I-362

Thienamycin (>80%)

Controlled Product

CAS: 59995-64-1

Stability Hygroscopic, Temperature Sensitive, Very Unstable
Applications Thienamycin is one of the most potent naturally produced antibiotics known thus far. It has excellent activity against both Gram-positive and Gram-negative bacteria and is resistant to bacterial β-lactamase enzymes.
References Kahan, J., et al.: J. Antibiot., 32, 1 (1979); Bradley, J., et al.: Int. J. Antimicrob. Agents, 11, 93 (1999); Spratt, B., et al.: Antimcrob. Agents Chemother., 12, 406 (1977);

Formula: C₁₁H₁₆N₂O₄S

Purity: >80%

Color and Shape: Neat

Molecular weight: 272.32

Ref: TR-T344270

Imipenem EP Impurity A

CAS: 59995-64-1

Formula: C₁₁H₁₆N₂O₄S

Molecular weight: 272.3

Ref: ST-EA-CP-I59001

(+)-Thienamycin

CAS: 59995-64-1

(+)-Thienamycin, a powerful broad-spectrum antibacterial and β-lactamase inhibitor, is isolated from Streptomyces cattleya [1].

Formula: C₁₁H₁₆N₂O₄S

Color and Shape: Solid

Molecular weight: 272.32

Ref: TM-T83594

Thienamycin

CAS: 59995-64-1

Thienamycin is a β-lactam antibiotic, which originates from the fermentation of the bacterium *Streptomyces cattleya*. Its mode of action involves inhibiting the synthesis of bacterial cell walls. Thienamycin accomplishes this by binding to penicillin-binding proteins (PBPs) critical for peptidoglycan construction, thereby disrupting cell wall integrity and leading to bacterial lysis.

Formula: C₁₁H₁₆N₂O₄S

Purity: 80%Min

Color and Shape: Powder

Molecular weight: 272.32 g/mol

Ref: 3D-AT168178