A4308

Autocamtide 2-related inhibitory peptide

≥97% (HPLC), lyophilized powder

• Synonym(s): [Ala⁹]-Autocamtide 2, AIP
• Empirical Formula (Hill Notation): C₆₄H₁₁₆N₂₂O₁₉
• CAS Number: 167114-91-2
• Molecular Weight: 1497.74
• UNSPSC Code: 12352202
• PubChem Substance ID: 329770854
• NACRES: NA.77

Properties

• biological source: synthetic
• Quality Level: 200
• assay: ≥97% (HPLC)
• form: lyophilized powder
• mol wt: ~_1.5 kDa
• composition: Peptide content, ≥70%
• solubility: H₂O: soluble
• storage temp.: −20°C
• SMILES string: CC(C)C[C@H](NC(=O)[C@H](C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@@H](CC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(N)=O)CC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](N)CCCCN)C(C)C)C(O)=O
• InChI: 1S/C65H114N20O21/c1-32(2)28-46(63(105)106)85-54(96)36(7)78-62(104)45(31-52(93)94)84-56(98)38(33(3)4)30-47(86)34(5)76-59(101)43(19-22-50(89)90)81-55(97)37(18-21-49(69)88)29-48(87)40(16-12-26-74-64(70)71)79-60(102)42(17-13-27-75-65(72)73)83-61(103)44(20-23-51(91)92)80-53(95)35(6)77-58(100)41(15-9-11-25-67)82-57(99)39(68)14-8-10-24-66/h32-46H,8-31,66-68H2,1-7H3,(H2,69,88)(H,76,101)(H,77,100)(H,78,104)(H,79,102)(H,80,95)(H,81,97)(H,82,99)(H,83,103)(H,84,98)(H,85,96)(H,89,90)(H,91,92)(H,93,94)(H,105,106)(H4,70,71,74)(H4,72,73,75)/t34-,35-,36-,37+,38-,39-,40-,41-,42-,43-,44-,45-,46-/m0/s1
• InChI key: COEHZSYVSXUBHI-CYZNULJVSA-N
• Gene Information: human ... CAMK2A(815) , CAMK2B(816) , CAMK2D(817) ; mouse ... CAMK2A(12322) , CAMK2B(12323) , CAMK2D(108058) ; rat ... CAMK2A(25400) , CAMK2B(24245) , CAMK2D(24246)

Description

Amino Acid Sequence

Lys-Lys-Ala-Leu-Arg-Arg-Gln-Glu-Ala-Val-Asp-Ala-Leu

Application

Autocamtide 2-related inhibitory peptide has been used:

• To inhibit calmodulin kinase II (CaMKII) action in virulent Theileria infected macrophages
• To study its influence on oxidative stress associated with neural cell death after hypoxia-ischemia, using neonatal hippocampal slice cultures
• To quench the phosphorylation of recombinant synGA (GTPase-activating protein) induced by CaMKII

Biochem/physiol Actions

Calmodulin kinase II facilitates the calcium-dependent L-type calcium channels. Autocamtide 2-related inhibitory peptide action does not influence cAMP (cyclic adenosine monophosphate)-dependent protein kinase II, calmodulin-dependent protein kinase IV and protein kinase C. Increased expression of calmodulin kinase II is observed in structural heart disease, indicated by myocardial infarction. Thus, inhibition of calmodulin kinase II activity might serve as a protective effect against structural heart disease, as it is found to prevent cardiac hypertrophy, dilation and dysfunction.

Potent inhibitor of calmodulin-depentent protein kinase II.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)