2-Guanidinoethylmercaptosuccinic acid
- CAS No.
- 77482-44-1
- Chemical Name:
- 2-Guanidinoethylmercaptosuccinic acid
- Synonyms
- GEMSA;2-Guanidinoethylthiosuccinic acid;GUANIDINOETHYLMERCAPTO-SUCCINIC ACID;2-(2-Guanidinoethylthio)succinic acid;2-Guanidinoethylmercaptosuccinic acid;2-[(2-Guanidinoethyl)thio]succinic acid;(2-Guanidinoethylthio)succinic acid, GEMSA;(2-GUANIDINOETHYLMERCAPTO)SUCCINIC ACID 99+%;2-Guanidinoethylmercaptosuccinic acid (GEMSA);2-[(2-carbaMiMidaMidoethyl)sulfanyl]succinicacid
- CBNumber:
- CB3257755
- Molecular Formula:
- C7H13N3O4S
- Molecular Weight:
- 235.26
- MDL Number:
- MFCD00036862
- MOL File:
- 77482-44-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | ~180 °C (dec.) |
|---|---|
| Boiling point | 412.877±55.00 °C(Press: 760.00 Torr)(predicted) |
| Density | 1.598±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) |
| storage temp. | 2-8°C |
| solubility | Soluble in DMSO |
| form | White solid |
| pka | 3.483±0.23(predicted) |
| color | white |
| Water Solubility | water: soluble |
| InChI | 1S/C7H13N3O4S/c8-7(9)10-1-2-15-4(6(13)14)3-5(11)12/h4H,1-3H2,(H,11,12)(H,13,14)(H4,8,9,10) |
| InChIKey | VKVCLXDFOQQABP-UHFFFAOYSA-N |
| SMILES | S(C(CC(=O)O)C(=O)O)CCN=C(N)N |
| UNSPSC Code | 12352106 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Safety Statements | 22-24/25 |
|---|---|
| WGK Germany | WGK 3 |
| Storage Class | 11 - Combustible Solids |
2-Guanidinoethylmercaptosuccinic acid price More Price(11)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 369334 | 2-Guanidinoethylmercaptosuccinic Acid | 77482-44-1 | 5mg | $284 | 2026-04-30 | Buy |
| Cayman Chemical | 19354 | 2-Guanidinoethylmercaptosuccinic Acid ≥98% | 77482-44-1 | 5mg | $202 | 2026-04-30 | Buy |
| Biosynth | FG180921 | 2-Guanidinoethylmercaptosuccinic acid | 77482-44-1 | 1mg | $224.88 | 2026-06-04 | Buy |
| Biosynth | FG180921 | 2-Guanidinoethylmercaptosuccinic acid | 77482-44-1 | 2mg | $374.82 | 2026-06-04 | Buy |
| Biosynth | FG180921 | 2-Guanidinoethylmercaptosuccinic acid | 77482-44-1 | 5mg | $674.65 | 2026-06-04 | Buy |
2-Guanidinoethylmercaptosuccinic acid Chemical Properties, Uses, Production
Uses
GEMSA is a potent inhibitor of enkephalin convertase (Ki=8.8 nM). GEMSA elicites analgesia[1].
Biological Activity
ki: 8.8 nm2-guanidinoethylmercaptosuccinic acid is a carboxypeptidase e inhibitor.carboxypeptidase e, also known as enkephalin convertase, can remove c-terminal residues during the processing of propeptides, such as enkephalin and proinsulin.
in vitro
2-guanidinoethylmercaptosuccinic acid was identified as a biproduct analogs of lysine and arginine that showed potent inhibitory effect on enkephalin convertase with the ki value of 8.8 nm. in addition, 2-guanidinoethylmercaptosuccinic acid was found to be several hundred fold more potent towards enkephalin convertase than towards carboxypeptidase b or n and the kinetic analyses indicated the pure competitive nature of the inhibition [1].
in vivo
previous study found that following the intrathecal administration of 2-guanidinoethylmercaptosuccinic acid at 12.5, 25 and 50 micrograms, an increase in the tail-flick latency was seen. in addition, 2-guanidinoethylmercaptosuccinic acid could potentiate the analgesic effects of the intrathecally applied met5-enkephalin-arg6-phe7 and met5-enkephalin-arg6-gly7-leu8. all these effects of 2-guanidinoethylmercaptosuccinic acid were significantly attenuated by the treatment of naloxone. moreover, the rats subjected to chronic pain showed a weaker analgesic response to the treatment of 2-guanidinoethylmercaptosuccinic acid. furthermore, 2-guanidinoethylmercaptosuccinic acid bound to enkephalin convertase in the spinal cord of these rats produced only a slight increase in kd [2].
References
1. fricker ld, plummer th jr, snyder sh. enkephalin convertase: potent, selective, and irreversible inhibitors. biochem biophys res commun. 1983 mar 29;111(3):994-1000.2. m. bommer, k. nikolarakis, e. p. noble, et al. in vivo modulation of rat hypothalamic opioid peptide content by intracerebroventricular injection of guanidinoethylmercaptosuccinic acid (gemsa): possible physiological role of enkephalin convertase. brain research 492(1-2), 305-313 (1989).
2-Guanidinoethylmercaptosuccinic acid Preparation Products And Raw materials
Raw materials
Preparation Products
2-Guanidinoethylmercaptosuccinic acid Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| BOC Sciences | 16314854226 | info@bocsci.com | United States | 9909 | 65 |
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| Chengdu Peter-like Biotechnology Co., Ltd. | 028-81700200 13308200041 | 2851167782@qq.com | China | 10763 | 58 |
