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MedKoo Cat#: 597612 | Name: Small cardioactive peptide A

Description:

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

Small cardioactive peptide A is a neuropeptide that modulates neuromuscular synapsis in Aplysia. It also functions as neural cotransmitter in molluscs and exert a role in both the central and peripheral modulation of the control of feeding behavior.

Chemical Structure

Small cardioactive peptide A
Small cardioactive peptide A
CAS#98035-79-1

Theoretical Analysis

MedKoo Cat#: 597612

Name: Small cardioactive peptide A

CAS#: 98035-79-1

Chemical Formula: C59H92N18O12S

Exact Mass: 1276.6863

Molecular Weight: 1277.55

Elemental Analysis: C, 55.47; H, 7.26; N, 19.73; O, 15.03; S, 2.51

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Synonym
Small cardioactive peptide A; SCPA;
IUPAC/Chemical Name
(S)-1-(L-alanyl-L-arginyl)-N-((4S,7S,10S,13S)-13-((S)-2-(((S)-1-(((S)-1-amino-4-(methylthio)-1-oxobutan-2-yl)amino)-5-guanidino-1-oxopentan-2-yl)carbamoyl)pyrrolidine-1-carbonyl)-4-(4-hydroxybenzyl)-7-isobutyl-10-methyl-2,5,8,11-tetraoxo-14-phenyl-3,6,9,12-tetraazatetradecyl)pyrrolidine-2-carboxamide
InChi Key
GBIKRMXHJFTOHS-LRHNFOCQSA-N
InChi Code
InChI=1S/C59H92N18O12S/c1-33(2)29-42(74-53(85)43(30-37-19-21-38(78)22-20-37)70-47(79)32-68-54(86)45-17-11-26-76(45)56(88)41(73-49(81)34(3)60)16-10-25-67-59(64)65)52(84)69-35(4)50(82)75-44(31-36-13-7-6-8-14-36)57(89)77-27-12-18-46(77)55(87)72-40(15-9-24-66-58(62)63)51(83)71-39(48(61)80)23-28-90-5/h6-8,13-14,19-22,33-35,39-46,78H,9-12,15-18,23-32,60H2,1-5H3,(H2,61,80)(H,68,86)(H,69,84)(H,70,79)(H,71,83)(H,72,87)(H,73,81)(H,74,85)(H,75,82)(H4,62,63,66)(H4,64,65,67)/t34-,35-,39-,40-,41-,42-,43-,44-,45-,46-/m0/s1
SMILES Code
CSCC[C@@H](C(N)=O)NC([C@H](CCCNC(N)=N)NC([C@H]1N(C([C@H](CC2=CC=CC=C2)NC([C@H](C)NC([C@H](CC(C)C)NC([C@H](CC3=CC=C(O)C=C3)NC(CNC([C@H]4N(C([C@H](CCCNC(N)=N)NC([C@H](C)N)=O)=O)CCC4)=O)=O)=O)=O)=O)=O)CCC1)=O)=O
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
To be determined
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
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
SM-7368 targets downstream of MAPK p38 activation and inhibits TNF-α-induced MMP-9 upregulation.
In vitro activity:
The amino acid sequences for small cardioactive peptide B and a related peptide, small cardioactive peptide A, are present and flanked by known proteolytic processing sites. Reference: Proc Natl Acad Sci U S A. 1985 Jun;82(11):3925-9. https://pubmed.ncbi.nlm.nih.gov/3858852/
In vivo activity:
To be determined

Preparing Stock Solutions

The following data is based on the product molecular weight 1,277.55 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.

Recalculate based on batch purity %
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
Formulation protocol:
1. Mahon AC, Lloyd PE, Weiss KR, Kupfermann I, Scheller RH. The small cardioactive peptides A and B of Aplysia are derived from a common precursor molecule. Proc Natl Acad Sci U S A. 1985 Jun;82(11):3925-9. doi: 10.1073/pnas.82.11.3925. PMID: 3858852; PMCID: PMC397902.
In vitro protocol:
1. Mahon AC, Lloyd PE, Weiss KR, Kupfermann I, Scheller RH. The small cardioactive peptides A and B of Aplysia are derived from a common precursor molecule. Proc Natl Acad Sci U S A. 1985 Jun;82(11):3925-9. doi: 10.1073/pnas.82.11.3925. PMID: 3858852; PMCID: PMC397902.
In vivo protocol:
To be determined
1: Salinas-Torres VM, Salinas-Torres RA. Otofaciocervical syndrome and metachondromatosis in a girl: Presentation of a novel association and remarks on clinical variability of branchial-arch disorders. Int J Pediatr Otorhinolaryngol. 2016 Jun;85:19-21. doi: 10.1016/j.ijporl.2016.03.021. Epub 2016 Mar 22. PMID: 27240490. 2: Adamson KJ, Wang T, Rotgans BA, Kuballa AV, Storey KB, Cummins SF. Differential peptide expression in the central nervous system of the land snail Theba pisana, between active and aestivated. Peptides. 2016 Jun;80:61-71. doi: 10.1016/j.peptides.2015.08.012. Epub 2015 Aug 21. PMID: 26303007. 3: Karhunen T, Vilim FS, Alexeeva V, Weiss KR, Church PJ. Targeting of peptidergic vesicles in cotransmitting terminals. J Neurosci. 2001 Feb 1;21(3):RC127. doi: 10.1523/JNEUROSCI.21-03-j0005.2001. PMID: 11157098; PMCID: PMC6762307. 4: Klein AN, Weiss KR, Cropper EC. Glutamate is the fast excitatory neurotransmitter of small cardioactive peptide-containing Aplysia radula mechanoafferent neuron B21. Neurosci Lett. 2000 Jul 28;289(1):37-40. doi: 10.1016/s0304-3940(00)01262-3. PMID: 10899403. 5: Fox LE, Lloyd PE. Role of cAMP in the short-term modulation of a neuromuscular system in aplysia. J Neurophysiol. 2000 Mar;83(3):1567-79. doi: 10.1152/jn.2000.83.3.1567. PMID: 10712480. 6: Storozhuk M, Castellucci VF. Modulation of cholinergic transmission in the neuronal network of the gill and siphon withdrawal reflex in Aplysia. Neuroscience. 1999 Apr;90(1):291-301. doi: 10.1016/s0306-4522(98)00458-8. PMID: 10188955. 7: Perry SJ, Dobbins AC, Schofield MG, Piper MR, Benjamin PR. Small cardioactive peptide gene: structure, expression and mass spectrometric analysis reveals a complex pattern of co-transmitters in a snail feeding neuron. Eur J Neurosci. 1999 Feb;11(2):655-62. doi: 10.1046/j.1460-9568.1999.00472.x. PMID: 10051766. 8: Jiménez CR, Li KW, Dreisewerd K, Spijker S, Kingston R, Bateman RH, Burlingame AL, Smit AB, van Minnen J, Geraerts WP. Direct mass spectrometric peptide profiling and sequencing of single neurons reveals differential peptide patterns in a small neuronal network. Biochemistry. 1998 Feb 17;37(7):2070-6. doi: 10.1021/bi971848b. PMID: 9485334. 9: Vilim FS, Cropper EC, Price DA, Kupfermann I, Weiss KR. Release of peptide cotransmitters in Aplysia: regulation and functional implications. J Neurosci. 1996 Dec 15;16(24):8105-14. doi: 10.1523/JNEUROSCI.16-24-08105.1996. PMID: 8987835; PMCID: PMC6579220. 10: Vilim FS, Price DA, Lesser W, Kupfermann I, Weiss KR. Costorage and corelease of modulatory peptide cotransmitters with partially antagonistic actions on the accessory radula closer muscle of Aplysia californica. J Neurosci. 1996 Dec 15;16(24):8092-104. doi: 10.1523/JNEUROSCI.16-24-08092.1996. PMID: 8987834; PMCID: PMC6579219. 11: Berezovskii VK, Shankland M. Segmental diversification of an identified leech neuron correlates with the segmental domain in which it expresses Lox2, a member of the Hox gene family. J Neurobiol. 1996 Mar;29(3):319-29. doi: 10.1002/(SICI)1097-4695(199603)29:3<319::AID-NEU4>3.0.CO;2-C. PMID: 8907161. 12: Bravarenko NI. Participation of cardioactive peptides in habituation and sensitization of the synaptic input of command neurons of snail defense behavior. Neurosci Behav Physiol. 1995 Mar-Apr;25(2):178-83. doi: 10.1007/BF02358590. PMID: 7630503. 13: Miller MW, Rosen SC, Schissel SL, Cropper EC, Kupfermann I, Weiss KR. A population of SCP-containing neurons in the buccal ganglion of Aplysia are radula mechanoafferents and receive excitation of central origin. J Neurosci. 1994 Nov;14(11 Pt 2):7008-23. doi: 10.1523/JNEUROSCI.14-11-07008.1994. PMID: 7965095; PMCID: PMC6577283. 14: Whim MD, Lloyd PE. Differential regulation of the release of the same peptide transmitters from individual identified motor neurons in culture. J Neurosci. 1994 Jul;14(7):4244-51. doi: 10.1523/JNEUROSCI.14-07-04244.1994. PMID: 8027776; PMCID: PMC6577053. 15: Santama N, Wheeler CH, Burke JF, Benjamin PR. Neuropeptides myomodulin, small cardioactive peptide, and buccalin in the central nervous system of Lymnaea stagnalis: purification, immunoreactivity, and artifacts. J Comp Neurol. 1994 Apr 15;342(3):335-51. doi: 10.1002/cne.903420303. PMID: 8021339. 16: Santama N, Brierley M, Burke JF, Benjamin PR. Neural network controlling feeding in Lymnaea stagnalis: immunocytochemical localization of myomodulin, small cardioactive peptide, buccalin, and FMRFamide-related peptides. J Comp Neurol. 1994 Apr 15;342(3):352-65. doi: 10.1002/cne.903420304. PMID: 7912700. 17: Eliot LS, Hawkins RD, Kandel ER, Schacher S. Pairing-specific, activity- dependent presynaptic facilitation at Aplysia sensory-motor neuron synapses in isolated cell culture. J Neurosci. 1994 Jan;14(1):368-83. doi: 10.1523/JNEUROSCI.14-01-00368.1994. PMID: 8283244; PMCID: PMC6576868. 18: Whim MD, Church PJ, Lloyd PE. Functional roles of peptide cotransmitters at neuromuscular synapses in Aplysia. Mol Neurobiol. 1993 Fall- Winter;7(3-4):335-47. doi: 10.1007/BF02769181. PMID: 8179842. 19: Ghirardi M, Braha O, Hochner B, Montarolo PG, Kandel ER, Dale N. Roles of PKA and PKC in facilitation of evoked and spontaneous transmitter release at depressed and nondepressed synapses in Aplysia sensory neurons. Neuron. 1992 Sep;9(3):479-89. doi: 10.1016/0896-6273(92)90185-g. PMID: 1355977. 20: Whim MD, Lloyd PE. Modulation of peptide release from single identified Aplysia neurons in culture. J Neurosci. 1992 Sep;12(9):3545-53. doi: 10.1523/JNEUROSCI.12-09-03545.1992. PMID: 1326609; PMCID: PMC6575719.