Gdpflrfamide

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

MedKoo CAT#: 597712

CAS#: 110325-85-4

Description: Gdpflrfamide is a neuropeptide found in the snail Lymnaea stagnalis.


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Gdpflrfamide 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

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Theoretical Analysis

MedKoo Cat#: 597712
Name: Gdpflrfamide
CAS#: 110325-85-4
Chemical Formula: C41H59N11O9
Exact Mass: 849.4497
Molecular Weight: 849.99
Elemental Analysis: C, 57.94; H, 7.00; N, 18.13; O, 16.94


Synonym: Gdpflrfamide; Gly-asp-pro-phe-leu-arg-phe-amide;

IUPAC/Chemical Name: (S)-4-((S)-2-(((S)-1-(((S)-1-(((S)-1-(((S)-1-amino-1-oxo-3-phenylpropan-2-yl)amino)-5-guanidino-1-oxopentan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamoyl)pyrrolidin-1-yl)-3-(2-aminoacetamido)-4-oxobutanoic acid

InChi Key: CZDLNUYGHZETAQ-JNRWAQIZSA-N

InChi Code: InChI=1S/C41H59N11O9/c1-24(2)19-29(37(58)48-27(15-9-17-46-41(44)45)36(57)49-28(35(43)56)20-25-11-5-3-6-12-25)50-38(59)30(21-26-13-7-4-8-14-26)51-39(60)32-16-10-18-52(32)40(61)31(22-34(54)55)47-33(53)23-42/h3-8,11-14,24,27-32H,9-10,15-23,42H2,1-2H3,(H2,43,56)(H,47,53)(H,48,58)(H,49,57)(H,50,59)(H,51,60)(H,54,55)(H4,44,45,46)/t27-,28-,29-,30-,31-,32-/m0/s1

SMILES Code: O=C(N)[C@H](CC1=CC=CC=C1)NC([C@H](CCCNC(N)=N)NC([C@H](CC(C)C)NC([C@H](CC2=CC=CC=C2)NC([C@H]3N(C([C@H](CC(O)=O)NC(CN)=O)=O)CCC3)=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: Skingsley DR, Bright K, Santama N, van Minnen J, Brierley MJ, Burke JF, Benjamin PR. A molecularly defined cardiorespiratory interneuron expressing SDPFLRFamide/GDPFLRFamide in the snail Lymnaea: monosynaptic connections and pharmacology. J Neurophysiol. 1993 Mar;69(3):915-27. PubMed PMID: 8096540.

2: Saunders SE, Bright K, Kellett E, Benjamin PR, Burke JF. Neuropeptides Gly-Asp-Pro-Phe-Leu-Arg-Phe-amide (GDPFLRFamide) and Ser-Asp-Pro-Phe-Leu-Arg-Phe-amide (SDPFLRFamide) are encoded by an exon 3' to Phe-Met-Arg-Phe-NH2 (FMRFamide) in the snail Lymnaea stagnalis. J Neurosci. 1991 Mar;11(3):740-5. PubMed PMID: 2002360.

3: Ebberink RH, Price DA, van Loenhout H, Doble KE, Riehm JP, Geraerts WP, Greenberg MJ. The brain of Lymnaea contains a family of FMRFamide-like peptides. Peptides. 1987 May-Jun;8(3):515-22. PubMed PMID: 3658814.

4: Nesic OB, Magoski NS, McKenney KK, Syed NI, Lukowiak K, Bulloch AG. Glutamate as a putative neurotransmitter in the mollusc, Lymnaea stagnalis. Neuroscience. 1996 Dec;75(4):1255-69. PubMed PMID: 8938758.

5: Richmond JE, Funte LR, Smith WL, Price DA, Haydon PG. Activation of a peptidergic synapse locally modulates postsynaptic calcium influx. J Exp Biol. 1991 Nov;161:257-71. PubMed PMID: 1684615.

6: Madrid KP, Price DA, Greenberg MJ, Khan HR, Saleuddin AS. FMRFamide-related peptides from the kidney of the snail, Helisoma trivolvis. Peptides. 1994 Jan;15(1):31-6. PubMed PMID: 7912428.

7: Salzet M, Bulet P, Wattez C, Malecha J. FMRFamide-related peptides in the sex segmental ganglia of the Pharyngobdellid leech Erpobdella octoculata. Identification and involvement in the control of hydric balance. Eur J Biochem. 1994 Apr 1;221(1):269-75. PubMed PMID: 8168516.

8: De Lange RP, Joosse J, Van Minnen J. Multi-messenger innervation of the male sexual system of Lymnaea stagnalis. J Comp Neurol. 1998 Jan 26;390(4):564-77. PubMed PMID: 9450536.

9: Bright K, Kellett E, Saunders SE, Brierley M, Burke JF, Benjamin PR. Mutually exclusive expression of alternatively spliced FMRFamide transcripts in identified neuronal systems of the snail Lymnaea. J Neurosci. 1993 Jun;13(6):2719-29. PubMed PMID: 8501534.

10: Buckett KJ, Dockray GJ, Osborne NN, Benjamin PR. Pharmacology of the myogenic heart of the pond snail Lymnaea stagnalis. J Neurophysiol. 1990 Jun;63(6):1413-25. PubMed PMID: 1694238.

11: Price DA, Cobb CG, Doble KE, Kline JK, Greenberg MJ. Evidence for a novel FMRFamide-related heptapeptide in the pulmonate snail Siphonaria pectinata. Peptides. 1987 May-Jun;8(3):533-8. PubMed PMID: 3658815.

12: Worster BM, Yeoman MS, Benjamin PR. Matrix-assisted laser desorption/ionization time of flight mass spectrometric analysis of the pattern of peptide expression in single neurons resulting from alternative mRNA splicing of the FMRFamide gene. Eur J Neurosci. 1998 Nov;10(11):3498-507. PubMed PMID: 9824463.

13: Bulloch AG, Price DA, Murphy AD, Lee TD, Bowes HN. FMRFamide peptides in Helisoma: identification and physiological actions at a peripheral synapse. J Neurosci. 1988 Sep;8(9):3459-69. PubMed PMID: 3171684.

14: Hoek RM, Li KW, van Minnen J, Geraerts WP. Chemical characterization of a novel peptide from the neuroendocrine light yellow cells of Lymnaea stagnalis. Brain Res Mol Brain Res. 1992 Nov;16(1-2):71-4. PubMed PMID: 1334202.