CAS 192126-76-4: Mycothiol

Description: Mycothiol is a low-molecular-weight thiol compound that serves as a key antioxidant in certain bacteria, particularly in actinobacteria. It is structurally similar to glutathione but features a unique mycothiol moiety, which includes a 1,4-dithiolane ring. Mycothiol plays a crucial role in cellular redox balance, protecting cells from oxidative stress by scavenging reactive oxygen species and maintaining protein thiol groups in their reduced state. It is involved in detoxifying harmful compounds, including heavy metals and electrophiles, thereby contributing to the overall stress response of the organism. Mycothiol is synthesized from glucose-6-phosphate and cysteine, and its biosynthesis is regulated by various environmental factors. The presence of mycothiol is significant in the context of antibiotic resistance, as it can influence the susceptibility of bacteria to certain antimicrobial agents. Research into mycothiol has implications for understanding bacterial physiology and developing new therapeutic strategies against infections caused by mycobacterial pathogens.

Formula: C₁₇H₃₀N₂O₁₂S

InChI: InChI=1S/C17H30N2O12S/c1-4(21)18-5(3-32)16(29)19-7-9(23)8(22)6(2-20)30-17(7)31-15-13(27)11(25)10(24)12(26)14(15)28/h5-15,17,20,22-28,32H,2-3H2,1H3,(H,18,21)(H,19,29)/t5-,6+,7+,8+,9+,10-,11-,12+,13+,14+,15-,17+/m0/s1

InChI key: InChIKey=MQBCDKMPXVYCGO-FQBKTPCVSA-N

SMILES: O=C(NC(C(=O)NC1C(O)C(O)C(OC1OC2C(O)C(O)C(O)C(O)C2O)CO)CS)C

Synonyms:

• 1-O-[2-[[(2R)-2-(Acetylamino)-3-mercapto-1-oxopropyl]amino]-2-deoxy-α-<span class="text-smallcaps">D</smallcap>-glucopyranosyl]-<smallcap>D</span>-myo-inositol
• <span class="text-smallcaps">D</smallcap>-myo-Inositol, 1-O-[2-[[(2R)-2-(acetylamino)-3-mercapto-1-oxopropyl]amino]-2-deoxy-α-<smallcap>D</span>-glucopyranosyl]-
• Mycothiol
• U 17
• 1-O-[2-[[(2R)-2-(Acetylamino)-3-mercapto-1-oxopropyl]amino]-2-deoxy-α-D-glucopyranosyl]-D-myo-inositol
• D-myo-Inositol, 1-O-[2-[[(2R)-2-(acetylamino)-3-mercapto-1-oxopropyl]amino]-2-deoxy-α-D-glucopyranosyl]-

Mycothiol

CAS: 192126-76-4

Mycothiol detoxifies, links foreign compounds, and acts as microbes' glutathione.

• Formula: C₁₇H₃₀N₂O₁₂S
• Purity: 98%
• Color and Shape: Solid
• Molecular weight: 486.49

Mycothiol - Stabilised with trifluoroacetic acid ammonium salt

CAS: 192126-76-4

Mycothiol (MSH or AcCys-GlcN-Ins) is an unusual thiol compound found in the Actinobacteria. It is …

• Formula: C₃₄H₅₈N₄O₂₄S₂
• Purity: Min. 95%
• Color and Shape: Colorless Powder
• Molecular weight: 970.97 g/mol