Galantide

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 584664

CAS#: 138579-66-5

Description: Galantide blocks the galanin-mediated inhibition of glucose-induced insulin secretion.


Price and Availability

Size
Price

Size
Price

Size
Price

Galantide is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

img

Theoretical Analysis

MedKoo Cat#: 584664
Name: Galantide
CAS#: 138579-66-5
Chemical Formula: C104H151N25O26S
Exact Mass: 2198.0983
Molecular Weight: 2199.561
Elemental Analysis: C, 56.79; H, 6.92; N, 15.92; O, 18.91; S, 1.46


Synonym: Galantide; M15

IUPAC/Chemical Name: L-Methioninamide, glycyl-L-tryptophyl-L-threonyl-L-leucyl-L-asparaginyl-L-seryl-L-alanylglycyl-L-tyrosyl-L-leucyl-L-leucylglycyl-L-prolyl-L-glutaminyl-L-glutaminyl-L-phenylalanyl-L-phenylalanylglycyl-L-leucyl-

InChi Key: TZOJVPDIYKRJSM-GKPUQKAJSA-N

InChi Code: InChI=1S/C104H151N25O26S/c1-54(2)39-70(91(142)113-52-87(139)129-37-20-27-80(129)103(154)120-69(33-35-82(107)134)93(144)119-68(32-34-81(106)133)94(145)124-76(44-61-23-16-13-17-24-61)99(150)123-74(43-60-21-14-12-15-22-60)92(143)112-51-86(138)116-71(40-55(3)4)95(146)118-67(89(109)140)36-38-156-11)121-96(147)72(41-56(5)6)122-98(149)75(45-62-28-30-64(132)31-29-62)117-85(137)50-111-90(141)58(9)114-102(153)79(53-130)127-100(151)78(47-83(108)135)125-97(148)73(42-57(7)8)126-104(155)88(59(10)131)128-101(152)77(115-84(136)48-105)46-63-49-110-66-26-19-18-25-65(63)66/h12-19,21-26,28-31,49,54-59,67-80,88,110,130-132H,20,27,32-48,50-53,105H2,1-11H3,(H2,106,133)(H2,107,134)(H2,108,135)(H2,109,140)(H,111,141)(H,112,143)(H,113,142)(H,114,153)(H,115,136)(H,116,138)(H,117,137)(H,118,146)(H,119,144)(H,120,154)(H,121,147)(H,122,149)(H,123,150)(H,124,145)(H,125,148)(H,126,155)(H,127,151)(H,128,152)/t58-,59+,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,88-/m0/s1

SMILES Code: CSCC[C@@H](C(N)=O)NC([C@H](CC(C)C)NC(CNC([C@H](CC1=CC=CC=C1)NC([C@H](CC2=CC=CC=C2)NC([C@H](CCC(N)=O)NC([C@H](CCC(N)=O)NC([C@H]3N(C(CNC([C@H](CC(C)C)NC([C@H](CC(C)C)NC([C@H](CC4=CC=C(O)C=C4)NC(CNC([C@H](C)NC([C@H](CO)NC([C@H](CC(N)=O)NC([C@H](CC(C)C)NC([C@H]([C@H](O)C)NC([C@H](CC5=CNC6=C5C=CC=C6)NC(CN)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CCC3)=O)=O)=O)=O)=O)=O)=O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>3 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
2934.99.03.00


References

1: Barreto SG, Carati CJ, Schloithe AC, Toouli J, Saccone GT. Octreotide negates the benefit of galantide when used in the treatment of caerulein-induced acute pancreatitis in mice. HPB (Oxford). 2010 Aug;12(6):403-11. doi: 10.1111/j.1477-2574.2010.00191.x. PubMed PMID: 20662791; PubMed Central PMCID: PMC3028581.

2: Ceresini G, Sgoifo A, Freddi M, Musso E, Parmigiani S, Del Rio G, Valenti G. Effects of galanin and the galanin receptor antagonist galantide on plasma catecholamine levels during a psychosocial stress stimulus in rats. Neuroendocrinology. 1998 Jan;67(1):67-72. PubMed PMID: 9485171.

3: Korolkiewicz R, Sliwiński W, Rekowski P, Halama-Borowiec A, Mucha P, Szczurowicz A, Korolkiewicz KZ. Galanin, galantide and galanin (1-14)-[alpha-aminobutyric acid8]-scyliorhinin-I: structure dependent effects on the rat isolated gastric fundus. Pharmacol Res. 1997 Jan;35(1):7-16. PubMed PMID: 9149310.

4: Bivalacqua TJ, Champion HC, Purohit SK, Murphy WA, Coy DH, Kadowitz PJ, Hellstrom WJ. Nitric oxide-mediated erectile effects of galantide but not galanin in vivo. Nitric Oxide. 2000 Apr;4(2):94-102. PubMed PMID: 10835289.

5: Korolkiewicz RP, Konstanski Z, Rekowski P, Szyk A, Ruczyński J, Dabrowski J, Ujda M, Korolkiewicz KZ, Petrusewicz J. Mechanism of the contractile effects of galantide and Galanin(1-14) [alpha-aminobutyric acid]scyliorhinin-I in rat isolated fundus strips. Med Sci Monit. 2002 Jan;8(1):BR19-23. PubMed PMID: 11782668.

6: Kozyrev N, Coolen LM. Activation of galanin and cholecystokinin receptors in the lumbosacral spinal cord is required for ejaculation in male rats. Eur J Neurosci. 2017 Mar;45(6):846-858. doi: 10.1111/ejn.13515. Epub 2017 Jan 24. PubMed PMID: 28002640.

7: Barreto SG, Carati CJ, Schloithe AC, Mathison R, Davison JS, Toouli J, Saccone GT. The efficacy of combining feG and galantide in mild caerulein-induced acute pancreatitis in mice. Peptides. 2010 Jun;31(6):1076-82. doi: 10.1016/j.peptides.2010.02.027. Epub 2010 Mar 7. PubMed PMID: 20214943.

8: Arletti R, Benelli A, Cavazzuti E, Bertolini A. Galantide improves social memory in rats. Pharmacol Res. 1997 Apr;35(4):317-9. PubMed PMID: 9264048.

9: Wodowska J, Ciosek J. Galanin and galanin-like peptide modulate vasopressin and oxytocin release in vitro: the role of galanin receptors. Neuropeptides. 2014 Dec;48(6):387-97. doi: 10.1016/j.npep.2014.10.005. Epub 2014 Nov 10. PubMed PMID: 25464889.

10: Tayh G, Ben Sallem R, Ben Yahia H, Gharsa H, Klibi N, Boudabous A, Ben Slama K. First Report of Extended-Spectrum β-Lactamases Among Clinical Isolates of Klebsiella pneumoniae in Gaza Strip, Palestine. Microb Drug Resist. 2017 Mar;23(2):169-176. doi: 10.1089/mdr.2016.0089. Epub 2016 Jun 13. PubMed PMID: 27294803.

11: Deecher DC, Odusan OO, Mufson EJ. Galanin receptors in human basal forebrain differ from receptors in the hypothalamus: characterization using [125I]galanin (porcine) and [125I]galantide. J Pharmacol Exp Ther. 1995 Nov;275(2):720-7. PubMed PMID: 7473159.

12: Yadav N, Gupta MN, Khare SK. Three phase partitioning and spectroscopic characterization of bioactive constituent from halophilic Bacillus subtilis EMB M15. Bioresour Technol. 2017 Oct;242:283-286. doi: 10.1016/j.biortech.2017.04.090. Epub 2017 Apr 26. PubMed PMID: 28478895.

13: Benelli A, Arletti R, Bertolini A, Menozzi B, Basaglia R, Poggioli R. Galantide stimulates sexual behaviour in male rats. Eur J Pharmacol. 1994 Aug 1;260(2-3):279-82. PubMed PMID: 7527345.

14: Sahu A, Xu B, Kalra SP. Role of galanin in stimulation of pituitary luteinizing hormone secretion as revealed by a specific receptor antagonist, galantide. Endocrinology. 1994 Feb;134(2):529-36. PubMed PMID: 7507825.

15: Bhandari M, Kawamoto M, Thomas AC, Barreto SG, Schloithe AC, Carati CJ, Toouli J, Saccone GT. Galanin receptor antagonist m35 but not m40 or c7 ameliorates cerulein-induced acute pancreatitis in mice. Pancreatology. 2010;10(6):682-8. doi: 10.1159/000314603. Epub 2011 Jan 18. PubMed PMID: 21242707.

16: Korolkiewicz R, Sliwiński W, Konstański Z, Rekowski P, Halama-Borowiec A, Szyk A, Emerich J, Korolkiewicz KZ. Pharmacological characterization of the contractile effects of galanin (1-29)-NH2, galantide and galanin (1-14)-(alpha-aminobutyric acid8)scyliorhinin-I in the rat gastric fundus. Fundam Clin Pharmacol. 1997;11(6):576-83. PubMed PMID: 9444526.

17: Lindskog S, Ahrén B, Land T, Langel U, Bartfai T. The novel high-affinity antagonist, galantide, blocks the galanin-mediated inhibition of glucose-induced insulin secretion. Eur J Pharmacol. 1992 Jan 14;210(2):183-8. PubMed PMID: 1376272.

18: Mulvaney JM, Merriam LA, Parsons RL. Galantide distinguishes putative subtypes of galanin receptors in mudpuppy parasympathetic neurons. Eur J Pharmacol. 1995 Dec 4;287(1):97-100. PubMed PMID: 8666034.

19: Lee SK, Choi D, Chon JW, Seo KH. Resistance of Strains Producing Extended-Spectrum β-Lactamases Among Salmonella from Duck Carcasses at Slaughterhouses in Three Major Provinces of South Korea. Foodborne Pathog Dis. 2016 Mar;13(3):135-41. doi: 10.1089/fpd.2015.2042. Epub 2016 Feb 17. PubMed PMID: 26885565.

20: Takahashi T, Belvisi MG, Barnes PJ. Modulation of neurotransmission in guinea-pig airways by galanin and the effect of a new antagonist galantide. Neuropeptides. 1994 Apr;26(4):245-51. PubMed PMID: 7518053.