2-Guanidinoethylmercaptosuccinic acid

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2-Guanidinoethylmercaptosuccinic acid manufacturers

  • GEMSA
  • GEMSA pictures
  • $663.00
  • 2026-07-27
  • CAS:77482-44-1
  • Purity:
  • Supply Ability: 10g
2-Guanidinoethylmercaptosuccinic acid Basic information
Product Name:2-Guanidinoethylmercaptosuccinic acid
Synonyms:GUANIDINOETHYLMERCAPTO-SUCCINIC ACID;GEMSA;(2-GUANIDINOETHYLMERCAPTO)SUCCINIC ACID 99+%;(2-Guanidinoethylthio)succinic acid, GEMSA;2-(2-Guanidinoethylthio)succinic acid;2-[(2-Guanidinoethyl)thio]succinic acid;2-Guanidinoethylthiosuccinic acid;2-[(2-carbaMiMidaMidoethyl)sulfanyl]succinicacid
CAS:77482-44-1
MF:C7H13N3O4S
MW:235.26
EINECS:
Product Categories:
Mol File:77482-44-1.mol
2-Guanidinoethylmercaptosuccinic acid Structure
2-Guanidinoethylmercaptosuccinic acid Chemical Properties
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
pka3.483±0.23(predicted)
color white
Water Solubility water: soluble
InChI1S/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)
InChIKeyVKVCLXDFOQQABP-UHFFFAOYSA-N
SMILESS(C(CC(=O)O)C(=O)O)CCN=C(N)N
Safety Information
Safety Statements 22-24/25
WGK Germany WGK 3
Storage Class11 - Combustible Solids
MSDS Information
2-Guanidinoethylmercaptosuccinic acid Usage And Synthesis
UsesGEMSA is a potent inhibitor of enkephalin convertase (Ki=8.8 nM). GEMSA elicites analgesia[1].
Biological Activityki: 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 vitro2-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 vivoprevious 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].
references1. 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
Tag:2-Guanidinoethylmercaptosuccinic acid(77482-44-1) Related Product Information
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