Autocamtide 2-related inhibitory peptide

SIGMA/A4308 - ≥97% (HPLC), lyophilized powder

Synonym: [Ala⁹]-Autocamtide 2; AIP

CAS Number: 167114-91-2
Empirical Formula (Hill Notation): C₆₄H₁₁₆N₂₂O₁₉
Molecular Weight: 1497.74
Linear Formula: C₆₄H₁₁₆N₂₂O₁₉
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-A4308-1MG	1 mg	$341.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥97% (HPLC)
biological source	synthetic
composition	Peptide content, ≥70%
form	lyophilized powder
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
mol wt	~_1.5 kDa
Quality Level	200
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
solubility	H₂O: soluble
storage temp.	−20°C

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.
Biochem/physiol Actions:	Potent inhibitor of calmodulin-depentent protein kinase II.

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥97% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352202

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