Syntide-2 | CAS#108334-68-5 | synthetic peptide

MedKoo Cat#: 597521 | Name: Syntide-2

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Description:

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

Syntide-2 is a synthetic peptide recognized as a substrate by Ca2+/calmodulin-dependent protein kinase II (CaMKII; Km = 12 µM).1 Its sequence is derived from the phosphorylation site 2 on glycogen synthase, a target of CaMKII action.1 This peptide has been used as a probe to assay CaMKII activity; however, protein kinase C, CaMKV, Raf-1, and other kinases are also known to recognize syntide-2 as a substrate.

Chemical Structure

Syntide-2

CAS#108334-68-5

Theoretical Analysis

MedKoo Cat#: 597521

Name: Syntide-2

CAS#: 108334-68-5

Chemical Formula: C68H122N20O18

Exact Mass: 1506.9246

Molecular Weight: 1507.84

Elemental Analysis: C, 54.17; H, 8.16; N, 18.58; O, 19.10

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 250.00
5mg	USD 540.00
10mg	USD 840.00

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Related CAS #

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Synonym

Syntide-2; Syntide 2; Syntide2; Pro-leu-ala-arg-thr-leu-ser-val-ala-gly-leu-pro-gly-lys-lys;

IUPAC/Chemical Name

L-Lysine, L-prolyl-L-leucyl-L-alanyl-L-arginyl-L-threonyl-L-leucyl-L-seryl-L-valyl-L-alanylglycyl-L-leucyl-L-prolylglycyl-L-lysyl-

InChi Key

NKBRRWBNPNUBDD-TYKVATLISA-N

InChi Code

InChI=1S/C68H122N20O18/c1-35(2)29-46(83-57(95)42-21-16-26-73-42)60(98)77-40(10)56(94)81-44(22-17-27-74-68(71)72)59(97)87-54(41(11)90)65(103)84-47(30-36(3)4)61(99)85-49(34-89)62(100)86-53(38(7)8)64(102)78-39(9)55(93)75-32-52(92)80-48(31-37(5)6)66(104)88-28-18-23-50(88)63(101)76-33-51(91)79-43(19-12-14-24-69)58(96)82-45(67(105)106)20-13-15-25-70/h35-50,53-54,73,89-90H,12-34,69-70H2,1-11H3,(H,75,93)(H,76,101)(H,77,98)(H,78,102)(H,79,91)(H,80,92)(H,81,94)(H,82,96)(H,83,95)(H,84,103)(H,85,99)(H,86,100)(H,87,97)(H,105,106)(H4,71,72,74)/t39-,40-,41+,42-,43-,44-,45-,46-,47-,48-,49-,50-,53-,54-/m0/s1

SMILES Code

NCCCC[C@@H](C(O)=O)NC([C@H](CCCCN)NC(CNC([C@H]1N(C([C@H](CC(C)C)NC(CNC([C@H](C)NC([C@H](C(C)C)NC([C@H](CO)NC([C@H](CC(C)C)NC([C@H]([C@H](O)C)NC([C@H](CCCNC(N)=N)NC([C@H](C)NC([C@H](CC(C)C)NC([C@H]2NCCC2)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CCC1)=O)=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

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 1,507.84 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: Qiu W, Zhang F, Steinberg SF. The protein kinase D1 COOH terminus: marker or regulator of enzyme activity? Am J Physiol Cell Physiol. 2014 Oct 1;307(7):C606-10. doi: 10.1152/ajpcell.00155.2014. Epub 2014 Jul 30. PubMed PMID: 25080487; PubMed Central PMCID: PMC4187057. 2: Katoh T, Fujisawa H. Autoactivation of calmodulin-dependent protein kinase II by autophosphorylation. J Biol Chem. 1991 Feb 15;266(5):3039-44. PubMed PMID: 1993676. 3: Harmon AC, Yoo BC, McCaffery C. Pseudosubstrate inhibition of CDPK, a protein kinase with a calmodulin-like domain. Biochemistry. 1994 Jun 14;33(23):7278-87. PubMed PMID: 8003491. 4: Ishida A, Kitani T, Fujisawa H. Evidence that autophosphorylation at Thr-286/Thr-287 is required for full activation of calmodulin-dependent protein kinase II. Biochim Biophys Acta. 1996 May 28;1311(3):211-7. PubMed PMID: 8664349. 5: Ishida A, Fujisawa H. Stabilization of calmodulin-dependent protein kinase II through the autoinhibitory domain. J Biol Chem. 1995 Feb 3;270(5):2163-70. PubMed PMID: 7836445. 6: Uemura A, Okazaki K, Takesue H, Matsubara T, Hidaka H. A novel Ca2+/calmodulin-dependent protein kinase lacking autophosphorylation activity in the rabbit heart. Biochem Biophys Res Commun. 1995 Jun 15;211(2):562-9. PubMed PMID: 7794270. 7: DeRemer MF, Saeli RJ, Brautigan DL, Edelman AM. Ca(2+)-calmodulin-dependent protein kinases Ia and Ib from rat brain. II. Enzymatic characteristics and regulation of activities by phosphorylation and dephosphorylation. J Biol Chem. 1992 Jul 5;267(19):13466-71. PubMed PMID: 1320022. 8: Brooks G, Goss MW, Rozengurt E, Galiñanes M. Phorbol ester, but not ischemic preconditioning, activates protein kinase D in the rat heart. J Mol Cell Cardiol. 1997 Aug;29(8):2273-83. PubMed PMID: 9281458. 9: Colavizza M, Hervagault JF. Effect of (auto)phosphorylation on the kinetic behavior of the Ca2+/calmodulin-dependent protein kinase II from horse brain. Biochimie. 2002 Jul;84(7):605-10. PubMed PMID: 12453632. 10: Kahn ES, Kinumi T, Tobin SL, Matsumoto H. Phosrestide-1, a peptide derived from the Drosophila photoreceptor protein phosrestin I, is a potent substrate for Ca2+/calmodulin-dependent protein kinase II from rat brain. Comp Biochem Physiol B Biochem Mol Biol. 1998 Apr;119(4):739-46. PubMed PMID: 9787765. 11: Chin D, Winkler KE, Means AR. Characterization of substrate phosphorylation and use of calmodulin mutants to address implications from the enzyme crystal structure of calmodulin-dependent protein kinase I. J Biol Chem. 1997 Dec 12;272(50):31235-40. PubMed PMID: 9395448. 12: Maffey AF, Venialgo CM, Barrero PR, Fuse VA, Márques Mde L, Saia M, Villalba A, Teper AM, Mistchenko AS. [New respiratory viruses in children 2 months to 3 years old with recurrent wheeze]. Arch Argent Pediatr. 2008 Aug;106(4):302-9. doi: 10.1590/S0325-00752008000400005. Spanish. PubMed PMID: 18766276. 13: Kumar KA, Babu PP. CaM kinase II-alpha activity, levels and Ca/calmodulin dependent phosphorylation of substrate proteins in mice brain during fatal murine cerebral malaria. Neurosci Lett. 2003 Jan 16;336(2):121-5. PubMed PMID: 12499055. 14: Praseeda M, Mayadevi M, Omkumar RV. Interaction of peptide substrate outside the active site influences catalysis by CaMKII. Biochem Biophys Res Commun. 2004 Jan 23;313(4):845-9. PubMed PMID: 14706619. 15: Luiken JJ, Vertommen D, Coort SL, Habets DD, El Hasnaoui M, Pelsers MM, Viollet B, Bonen A, Hue L, Rider MH, Glatz JF. Identification of protein kinase D as a novel contraction-activated kinase linked to GLUT4-mediated glucose uptake, independent of AMPK. Cell Signal. 2008 Mar;20(3):543-56. doi: 10.1016/j.cellsig.2007.11.007. Epub 2007 Nov 26. PubMed PMID: 18164589. 16: Inuzuka H, Tokumitsu H, Ohkura N, Kobayashi R. Transcriptional regulation of nuclear orphan receptor, NOR-1, by Ca(2+)/calmodulin-dependent protein kinase cascade. FEBS Lett. 2002 Jul 3;522(1-3):88-92. PubMed PMID: 12095624. 17: Deswal R, Pandey GK, Chandok MR, Yadav N, Bhattacharya A, Sopory SK. A novel protein kinase from Brassica juncea stimulated by a protozoan calcium binding protein. Purification and partial characterization. Eur J Biochem. 2000 Jun;267(11):3181-9. PubMed PMID: 10824102. 18: Hood J, Granger HJ. Protein kinase G mediates vascular endothelial growth factor-induced Raf-1 activation and proliferation in human endothelial cells. J Biol Chem. 1998 Sep 4;273(36):23504-8. PubMed PMID: 9722588. 19: Praseeda M, Pradeep KK, Krupa A, Krishna SS, Leena S, Kumar RR, Cheriyan J, Mayadevi M, Srinivasan N, Omkumar RV. Influence of a mutation in the ATP-binding region of Ca2+/calmodulin-dependent protein kinase II on its interaction with peptide substrates. Biochem J. 2004 Mar 1;378(Pt 2):391-7. PubMed PMID: 14558884; PubMed Central PMCID: PMC1223949. 20: Shvartsburg AA, Tang K, Smith RD. Differential ion mobility separations of peptides with resolving power exceeding 50. Anal Chem. 2010 Jan 1;82(1):32-5. doi: 10.1021/ac902133n. PubMed PMID: 19938817; PubMed Central PMCID: PMC2864551.