77482-44-1 Usage
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).
Check Digit Verification of cas no
The CAS Registry Mumber 77482-44-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,7,4,8 and 2 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 77482-44:
(7*7)+(6*7)+(5*4)+(4*8)+(3*2)+(2*4)+(1*4)=161
161 % 10 = 1
So 77482-44-1 is a valid CAS Registry Number.
InChI:InChI=1/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)
77482-44-1Relevant articles and documents
By-product analogues for bovine carboxypeptidase B.
McKay,Plummer
, p. 401,402 (1978)
A series of monocarboxylic and dicarboxylic acid sulfur-containing by-product analogues of lysine and arginine has been synthesized and tested as competitive inhibitors of bovine carboxypeptidase B. The most effective derivatives were guanidinoethylmercaptosuccinic acid and aminopropylmer-captosuccinic acid with Kis of 4 and 8 X 10(-6) M, respectively. Kinetics studies established the pure competitive nature of the inhibition. Mixed studies with the alkylating reagents bromoacetyl-D-arginine and bromoacetamidobutylguanidine established their efficiency in protecting the active-center glutamic acid and tyrosine of bovine carboxypeptidase B, respectively, from irreversible alkylation. Kinetic studies with bovine carboxypeptidase A and porcine carboxypeptidase B showed a lack of efficiency for A and high degree of efficiency for B.
