Resact | CAS#91316-25-5 | peptide

MedKoo Cat#: 461230 | Name: Resact

Description:

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

Resact is an extracellular peptide from egg jelly of sea urchin Arbacia punctulata with pH 6.6.

Chemical Structure

Resact

CAS#91316-25-5

Theoretical Analysis

MedKoo Cat#: 461230

Name: Resact

CAS#: 91316-25-5

Chemical Formula: C50H86N18O15S2

Exact Mass: 1242.5961

Molecular Weight: 1243.46

Elemental Analysis: C, 48.30; H, 6.97; N, 20.28; O, 19.30; S, 5.16

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Resact;

IUPAC/Chemical Name

(6R,11R,14S,17S,23S,28aS)-11-amino-N-((3S,15S,18S)-18-carbamoyl-15-(3-guanidinopropyl)-2,20-dimethyl-4,7,10,13,16-pentaoxo-5,8,11,14,17-pentaazahenicosan-3-yl)-17-((R)-1-hydroxyethyl)-14-isopropyl-23-methyl-1,4,12,15,18,21,24-heptaoxotetracosahydro-1H,10H-pyrrolo[2,1-j][1,2]dithia[5,8,11,14,17,20,23]heptaazacyclohexacosine-6-carboxamide

InChi Key

AIUYQNQCTFEINK-WSZFUOGHSA-N

InChi Code

InChI=1S/C50H86N18O15S2/c1-23(2)15-30(41(52)75)64-43(77)29(11-9-13-55-50(53)54)62-36(73)18-57-33(70)16-56-34(71)17-59-46(80)38(24(3)4)66-44(78)31-22-85-84-21-28(51)42(76)65-39(25(5)6)48(82)67-40(27(8)69)47(81)60-19-35(72)61-26(7)49(83)68-14-10-12-32(68)45(79)58-20-37(74)63-31/h23-32,38-40,69H,9-22,51H2,1-8H3,(H2,52,75)(H,56,71)(H,57,70)(H,58,79)(H,59,80)(H,60,81)(H,61,72)(H,62,73)(H,63,74)(H,64,77)(H,65,76)(H,66,78)(H,67,82)(H4,53,54,55)/t26-,27+,28-,29-,30-,31-,32-,38-,39-,40-/m0/s1

SMILES Code

CC(C[C@@H](C(N)=O)NC([C@@H](NC(CNC(CNC(CNC([C@H](C(C)C)NC([C@@H]1CSSC[C@@H](C(N[C@H](C(N[C@H](C(NCC(N[C@H](C(N2CCC[C@H]2C(NCC(N1)=O)=O)=O)C)=O)=O)[C@H](O)C)=O)C(C)C)=O)N)=O)=O)=O)=O)=O)CCCNC(N)=N)=O)C

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).

HS Tariff Code

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,243.46 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: Ward GE, Brokaw CJ, Garbers DL, Vacquier VD. Chemotaxis of Arbacia punctulata spermatozoa to resact, a peptide from the egg jelly layer. J Cell Biol. 1985 Dec;101(6):2324-9. PubMed PMID: 3840805; PubMed Central PMCID: PMC2113998. 2: Suzuki N, Garbers DL. Stimulation of sperm respiration rates by speract and resact at alkaline extracellular pH. Biol Reprod. 1984 Jun;30(5):1167-74. PubMed PMID: 6547354. 3: Shimomura H, Garbers DL. Differential effects of resact analogues on sperm respiration rates and cyclic nucleotide concentrations. Biochemistry. 1986 Jun 3;25(11):3405-10. PubMed PMID: 3015204. 4: Bentley JK, Shimomura H, Garbers DL. Retention of a functional resact receptor in isolated sperm plasma membranes. Cell. 1986 Apr 25;45(2):281-8. PubMed PMID: 2870813. 5: Shimomura H, Dangott LJ, Garbers DL. Covalent coupling of a resact analogue to guanylate cyclase. J Biol Chem. 1986 Nov 25;261(33):15778-82. PubMed PMID: 2877982. 6: Inamdar MV, Kim T, Chung YK, Was AM, Xiang X, Wang CW, Takayama S, Lastoskie CM, Thomas FI, Sastry AM. Assessment of sperm chemokinesis with exposure to jelly coats of sea urchin eggs and resact: a microfluidic experiment and numerical study. J Exp Biol. 2007 Nov;210(Pt 21):3805-20. PubMed PMID: 17951422. 7: Solzin J, Helbig A, Van Q, Brown JE, Hildebrand E, Weyand I, Kaupp UB. Revisiting the role of H+ in chemotactic signaling of sperm. J Gen Physiol. 2004 Aug;124(2):115-24. PubMed PMID: 15277573; PubMed Central PMCID: PMC2229618. 8: Garbers DL, Bentley JK, Dangott LJ, Ramarao CS, Shimomura H, Suzuki N, Thorpe D. Peptides associated with eggs: mechanisms of interaction with spermatozoa. Adv Exp Med Biol. 1986;207:315-57. Review. PubMed PMID: 2881430. 9: Suzuki N, Shimomura H, Radany EW, Ramarao CS, Ward GE, Bentley JK, Garbers DL. A peptide associated with eggs causes a mobility shift in a major plasma membrane protein of spermatozoa. J Biol Chem. 1984 Dec 10;259(23):14874-9. PubMed PMID: 6150045. 10: Kotzur N, Briand B, Beyermann M, Hagen V. Wavelength-selective photoactivatable protecting groups for thiols. J Am Chem Soc. 2009 Nov 25;131(46):16927-31. doi: 10.1021/ja907287n. PubMed PMID: 19863095. 11: Kaupp UB, Solzin J, Hildebrand E, Brown JE, Helbig A, Hagen V, Beyermann M, Pampaloni F, Weyand I. The signal flow and motor response controling chemotaxis of sea urchin sperm. Nat Cell Biol. 2003 Feb;5(2):109-17. PubMed PMID: 12563276. 12: Cook SP, Brokaw CJ, Muller CH, Babcock DF. Sperm chemotaxis: egg peptides control cytosolic calcium to regulate flagellar responses. Dev Biol. 1994 Sep;165(1):10-9. PubMed PMID: 8088428. 13: Shiba K, Tagata T, Ohmuro J, Mogami Y, Matsumoto M, Hoshi M, Baba SA. Peptide-induced hyperactivation-like vigorous flagellar movement in starfish sperm. Zygote. 2006 Feb;14(1):23-32. PubMed PMID: 16700972. 14: Ramarao CS, Garbers DL. Receptor-mediated regulation of guanylate cyclase activity in spermatozoa. J Biol Chem. 1985 Jul 15;260(14):8390-6. PubMed PMID: 2861201. 15: Bentley JK, Tubb DJ, Garbers DL. Receptor-mediated activation of spermatozoan guanylate cyclase. J Biol Chem. 1986 Nov 15;261(32):14859-62. PubMed PMID: 2876990. 16: Brokaw CJ. Regulation of sperm flagellar motility by calcium and cAMP-dependent phosphorylation. J Cell Biochem. 1987 Nov;35(3):175-84. Review. PubMed PMID: 2826504. 17: Chang H, Kim BJ, Kim YS, Suarez SS, Wu M. Different migration patterns of sea urchin and mouse sperm revealed by a microfluidic chemotaxis device. PLoS One. 2013 Apr 16;8(4):e60587. doi: 10.1371/journal.pone.0060587. Print 2013. PubMed PMID: 23613731; PubMed Central PMCID: PMC3628882. 18: Bentley JK, Khatra AS, Garbers DL. Receptor-mediated phosphorylation of spermatozoan proteins. J Biol Chem. 1987 Nov 15;262(32):15708-13. PubMed PMID: 2890631. 19: Vacquier VD, Moy GW. Stoichiometry of phosphate loss from sea urchin sperm guanylate cyclase during fertilization. Biochem Biophys Res Commun. 1986 Jun 30;137(3):1148-52. PubMed PMID: 2873815. 20: Garbers DL. The guanylyl cyclase receptors. Zygote. 2000;8 Suppl 1:S24-5. Review. PubMed PMID: 11191294.