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Cat. No.: HY-156006

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Cys-Gly-3M3SH

Cys-Gly-3M3SH is an odorless thiol precursor dipeptide and the major secreted precursor of the human axillary odorant 3M3SH, which forms thiol body odor after biotransformation by the skin microbiota. Cys-Gly-3M3SH is biotransformed into 3M3SH by certain staphylococci. Cys-Gly-3M3SH is actively taken up by bacteria via a secondary transport system dependent on the proton motive force. Cys-Gly-3M3SH is used in research related to osmidrosis and skin diseases.

For research use only. We do not sell to patients.

CAS No.: 872188-59-5
Formula: C₁₂H₂₄N₂O₄S
Molecular Weight:292.39

Storage:

Please store the product under the recommended conditions in the Certificate of Analysis.

Cys-Gly-3M3SH Chemical Structure

CAS No.: 872188-59-5

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Use of MCE Products

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- In Vitro
Chemical Information
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Biological Activity

Description

All Endogenous Metabolite Isoforms :

In Vitro

Bacterial InfectionOthers

Bacterial Infection

Cys-Gly-3M3SH (2 mM; 24 h) is efficiently biotransformed by Staphylococcus hominis, Staphylococcus haemolyticus, and Staphylococcus lugdunensis, whereas Staphylococcus epidermidis, the most abundant commensal in the axilla, and most corynebacteria display negligible biotransformation activity^[2].
Cys-Gly-3M3SH biotransformation by Staphylococcus hominis and Staphylococcus haemolyticus G431 is inhibited by CCCP (HY-100941) and Sodium Orthovanadate (HY-D0852), indicating that active transport of Cys-Gly-3M3SH is required for 3M3SH production^[2].

Others

Cys-Gly-3M3SH (2 h) releases 3M3SH from axillary secretions under the combined action of TpdA and C-S lyase, confirming that this novel dipeptidase is involved in the release of odor compounds^[1].
Cys-Gly-3M3SH (0.5-1 mM; 5 min) is hydrolyzed by purified recombinant TpdA with a K_m of 0.045 mM and a V_max of 0.023 mmol/min/mg, indicating its high affinity for the physiological substrate^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Related Protocols :

Research Protocol for Microbiome Analysis

Chemical Information

CAS No. 872188-59-5
Molecular Weight 292.39
Formula C₁₂H₂₄N₂O₄S
SMILES

C(SC[C@@H](C(NCC(O)=O)=O)N)(CCC)(CCO)C
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Emter R, et al. The sequential action of a dipeptidase and a beta-lyase is required for the release of the human body odorant 3-methyl-3-sulfanylhexan-1-ol from a secreted Cys-Gly-(S) conjugate by Corynebacteria. The Journal of biological chemistry. 2008 Jul 25;283(30):20645-52.

[2]. Bawdon D, et al. Identification of axillary Staphylococcus sp. involved in the production of the malodorous thioalcohol 3-methyl-3-sufanylhexan-1-ol. FEMS microbiology letters. 2015 Aug;362(16):fnv111.

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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