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2-GUANIDINOETHYLMERCAPTOSUCCINIC ACID

Product Name
2-GUANIDINOETHYLMERCAPTOSUCCINIC ACID
CAS No.
77482-44-1
Chemical Name
2-GUANIDINOETHYLMERCAPTOSUCCINIC ACID
Synonyms
GEMSA;2-Guanidinoethylthiosuccinic acid;GUANIDINOETHYLMERCAPTO-SUCCINIC ACID;2-GUANIDINOETHYLMERCAPTOSUCCINIC ACID;2-(2-Guanidinoethylthio)succinic 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
Formula Weight
235.26
MOL File
77482-44-1.mol
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2-GUANIDINOETHYLMERCAPTOSUCCINIC ACID Property

Melting point:
~180 °C (dec.)
storage temp. 
2-8°C
solubility 
Soluble in DMSO
form 
White solid
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Safety

Safety Statements 
22-24/25
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
369334
Product name
2-Guanidinoethylmercaptosuccinic Acid
Packaging
5mg
Price
$245
Updated
2024/03/01
Cayman Chemical
Product number
19354
Product name
2-Guanidinoethylmercaptosuccinic Acid
Purity
≥98%
Packaging
5mg
Price
$183
Updated
2024/03/01
ApexBio Technology
Product number
C3265
Product name
2-Guanidinoethylmercaptosuccinic Acid
Packaging
5mg
Price
$201
Updated
2021/12/16
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2-GUANIDINOETHYLMERCAPTOSUCCINIC ACID Chemical Properties,Usage,Production

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

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2-GUANIDINOETHYLMERCAPTOSUCCINIC ACID Suppliers

BOC Sciences
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77482-44-1, 2-GUANIDINOETHYLMERCAPTOSUCCINIC ACIDRelated Search:


  • 2-GUANIDINOETHYLMERCAPTOSUCCINIC ACID
  • 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
  • 2-Guanidinoethylmercaptosuccinic Acid - CAS 77482-44-1 - Calbiochem
  • Butanedioic acid, 2-[[2-[(aminoiminomethyl)amino]ethyl]thio]-
  • 2-Guanidinoethylmercaptosuccinic acid (GEMSA)
  • 77482-44-1
  • C7H13N3O4S