Synonym
Fulicin; Phe-asn-glu-phe-val-NH2;
IUPAC/Chemical Name
(S)-4-((R)-4-amino-2-((S)-2-amino-3-phenylpropanamido)-4-oxobutanamido)-5-(((S)-1-(((S)-1-amino-3-methyl-1-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-5-oxopentanoic acid
InChi Key
NNCPNXNWAQSRCG-CPASSRBFSA-N
InChi Code
InChI=1S/C32H43N7O8/c1-18(2)27(28(35)43)39-32(47)23(16-20-11-7-4-8-12-20)38-30(45)22(13-14-26(41)42)36-31(46)24(17-25(34)40)37-29(44)21(33)15-19-9-5-3-6-10-19/h3-12,18,21-24,27H,13-17,33H2,1-2H3,(H2,34,40)(H2,35,43)(H,36,46)(H,37,44)(H,38,45)(H,39,47)(H,41,42)/t21-,22-,23-,24+,27-/m0/s1
SMILES Code
CC(C)[C@@H](C(N)=O)NC([C@H](CC1=CC=CC=C1)NC([C@H](CCC(O)=O)NC([C@@H](CC(N)=O)NC([C@H](CC2=CC=CC=C2)N)=O)=O)=O)=O
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).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
653.73
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Satake H, Yasuda-Kamatani Y, Takuwa K, Nomoto K, Minakata H, Nagahama T, Nakabayashi K, Matsushima O. Characterization of a cDNA encoding a precursor polypeptide of a D-amino acid-containing peptide, achatin-I and localized expression of the achatin-I and fulicin genes. Eur J Biochem. 1999 Apr;261(1):130-6. PubMed PMID: 10103043.
2: Fujisawa Y, Masuda K, Minakata H. Fulicin regulates the female reproductive organs of the snail, Achatina fulica. Peptides. 2000 Aug;21(8):1203-8. PubMed PMID: 11035206.
3: Yasuda-Kamatani Y, Kobayashi M, Yasuda A, Fujita T, Minakata H, Nomoto K, Nakamura M, Sakiyama F. A novel D-amino acid-containing peptide, fulyal, coexists with fulicin gene-related peptides in Achatina atria. Peptides. 1997;18(3):347-54. PubMed PMID: 9145419.
4: Ohta N, Kubota I, Takao T, Shimonishi Y, Yasuda-Kamatani Y, Minakata H, Nomoto K, Muneoka Y, Kobayashi M. Fulicin, a novel neuropeptide containing a D-amino acid residue isolated from the ganglia of Achatina fulica. Biochem Biophys Res Commun. 1991 Jul 31;178(2):486-93. PubMed PMID: 1859408.
5: Yasuda-Kamatani Y, Nakamura M, Minakata H, Nomoto K, Sakiyama F. A novel cDNA sequence encoding the precursor of the D-amino acid-containing neuropeptide fulicin and multiple alpha-amidated neuropeptides from Achatina fulica. J Neurochem. 1995 May;64(5):2248-55. PubMed PMID: 7722509.
6: Yasuda-Kamatani Y. Molluscan neuropeptides. EXS. 1998;85:37-56. Review. PubMed PMID: 9949867.
7: Fujita K, Minakata H, Nomoto K, Furukawa Y, Kobayashi M. Structure-activity relations of fulicin, a peptide containing a D-amino acid residue. Peptides. 1995;16(4):565-8. PubMed PMID: 7479285.
8: Ahn SJ, Martin R, Rao S, Choi MY. Neuropeptides predicted from the transcriptome analysis of the gray garden slug Deroceras reticulatum. Peptides. 2017 Jul;93:51-65. doi: 10.1016/j.peptides.2017.05.005. Epub 2017 May 11. PubMed PMID: 28502716.