Synonym
Sdrnflrfamide; Ser-asp-arg-asn-phe-leu-arg-phe-NH2;
IUPAC/Chemical Name
(6S,9S,12S,15S,18S,21S)-1-amino-6-(((S)-1-amino-1-oxo-3-phenylpropan-2-yl)carbamoyl)-15-(2-amino-2-oxoethyl)-21-((S)-2-amino-3-hydroxypropanamido)-12-benzyl-18-(3-guanidinopropyl)-1-imino-9-isobutyl-8,11,14,17,20-pentaoxo-2,7,10,13,16,19-hexaazatricosan-23-oic acid
InChi Key
XDWWLWMXAUKGDZ-DZCXQCEKSA-N
InChi Code
InChI=1S/C47H72N16O12/c1-25(2)19-32(42(72)57-29(15-9-17-55-46(51)52)40(70)59-31(38(50)68)20-26-11-5-3-6-12-26)61-43(73)33(21-27-13-7-4-8-14-27)62-44(74)34(22-36(49)65)63-41(71)30(16-10-18-56-47(53)54)58-45(75)35(23-37(66)67)60-39(69)28(48)24-64/h3-8,11-14,25,28-35,64H,9-10,15-24,48H2,1-2H3,(H2,49,65)(H2,50,68)(H,57,72)(H,58,75)(H,59,70)(H,60,69)(H,61,73)(H,62,74)(H,63,71)(H,66,67)(H4,51,52,55)(H4,53,54,56)/t28-,29-,30-,31-,32-,33-,34-,35-/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](CC(N)=O)NC([C@H](CCCNC(N)=N)NC([C@H](CC(O)=O)NC([C@H](CO)N)=O)=O)=O)=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
1,053.19
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: Jorge-Rivera JC, Marder E. TNRNFLRFamide and SDRNFLRFamide modulate muscles of the stomatogastric system of the crab Cancer borealis. J Comp Physiol A. 1996 Dec;179(6):741-51. PubMed PMID: 8956495.
2: Weimann JM, Marder E, Evans B, Calabrese RL. The effects of SDRNFLRFamide and TNRNFLRFamide on the motor patterns of the stomatogastric ganglion of the crab Cancer borealis. J Exp Biol. 1993 Aug;181:1-26. PubMed PMID: 8409825.
3: Birmingham JT, Billimoria CP, DeKlotz TR, Stewart RA, Marder E. Differential and history-dependent modulation of a stretch receptor in the stomatogastric system of the crab, Cancer borealis. J Neurophysiol. 2003 Dec;90(6):3608-16. Epub 2003 Aug 27. PubMed PMID: 12944539.
4: Groome JR, Townley MA, Watson WH 3rd. Excitatory actions of FMRFamide-related peptides (FaRPs) on the neurogenic Limulus heart. Biol Bull. 1994 Jun;186(3):309-18. PubMed PMID: 8043656.
5: Fort TJ, Brezina V, Miller MW. Regulation of the crab heartbeat by FMRFamide-like peptides: multiple interacting effects on center and periphery. J Neurophysiol. 2007 Nov;98(5):2887-902. Epub 2007 Sep 5. PubMed PMID: 17804580.
6: Cruz-Bermúdez ND, Fu Q, Kutz-Naber KK, Christie AE, Li L, Marder E. Mass spectrometric characterization and physiological actions of GAHKNYLRFamide, a novel FMRFamide-like peptide from crabs of the genus Cancer. J Neurochem. 2006 May;97(3):784-99. Epub 2006 Mar 3. PubMed PMID: 16515542.
7: Jorge-Rivera JC, Sen K, Birmingham JT, Abbott LF, Marder E. Temporal dynamics of convergent modulation at a crustacean neuromuscular junction. J Neurophysiol. 1998 Nov;80(5):2559-70. PubMed PMID: 9819263.
8: Mousley A, Marks NJ, Halton DW, Geary TG, Thompson DP, Maule AG. Arthropod FMRFamide-related peptides modulate muscle activity in helminths. Int J Parasitol. 2004 May;34(6):755-68. PubMed PMID: 15111097.
9: Pedder SM, Walker RJ. The actions of FxRFamide related neuropeptides on identified neurones from the snail, Helix aspersa. Acta Biol Hung. 1999;50(1-3):185-98. PubMed PMID: 10574439.
10: Mercier AJ, Russenes RT. Modulation of Crayfish Hearts by FMRFamide-related Peptides. Biol Bull. 1992 Jun;182(3):333-340. doi: 10.2307/1542253. PubMed PMID: 29304596.
11: Mercier AJ, Orchard I, TeBrugge V. FMRFamide-like immunoreactivity in the crayfish nervous system. J Exp Biol. 1991 Mar;156:519-38. PubMed PMID: 2051135.
12: Li L, Kelley WP, Billimoria CP, Christie AE, Pulver SR, Sweedler JV, Marder E. Mass spectrometric investigation of the neuropeptide complement and release in the pericardial organs of the crab, Cancer borealis. J Neurochem. 2003 Nov;87(3):642-56. PubMed PMID: 14535947.
13: McGaw IJ, McMahon BR. The FMRFamide-related peptides F1 and F2 alter hemolymph distribution and cardiac output in the crab Cancer magister. Biol Bull. 1995 Apr;188(2):186-96. PubMed PMID: 7742390.
