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Merck

A4308

Sigma-Aldrich

Autocamtide 2-related inhibitory peptide

≥97% (HPLC), lyophilized powder

Synonym(e):

AIP

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About This Item

Empirische Formel (Hill-System):
C64H116N22O19
CAS-Nummer:
Molekulargewicht:
1497.74
UNSPSC-Code:
12352202
PubChem Substanz-ID:
NACRES:
NA.77

Biologische Quelle

synthetic

Assay

≥97% (HPLC)

Form

lyophilized powder

Mol-Gew.

~_1.5 kDa

Zusammensetzung

Peptide content, ≥70%

Löslichkeit

H2O: soluble

Lagertemp.

−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

InChIKey

COEHZSYVSXUBHI-CYZNULJVSA-N

Amino Acid Sequence

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

Anwendung

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. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Proteins Peptides and Amino Acids SourceBook, 486-486 (2002)
A Ishida et al.
Biochemical and biophysical research communications, 212(3), 806-812 (1995-07-26)
A novel synthetic peptide AIP (autocamtide-2-related inhibitory peptide), a nonphosphorylatable analog of autocamtide-2, was found to be a highly specific and potent inhibitor of calmodulin-dependent protein kinase II (CaM-kinase II). It was 50 and 500 times more potent than CaMK-(281-302Ala286)
Calmodulin Kinase II Is Involved in Voltage-dependent Facilitation of the L-type Cav1. 2 Calcium Channel IDENTIFICATION OF THE PHOSPHORYLATION SITES
Lee TS, et al.
The Journal of Biological Chemistry, 281(35), 25560-25567 (2006)
Phosphorylation of synaptic GTPase-activating protein (synGAP) by Ca2+/calmodulin-dependent protein kinase II (CaMKII) and cyclin-dependent kinase 5 (CDK5) alters the ratio of its GAP activity toward Ras and Rap GTPases
Walkup WG, et al.
The Journal of Biological Chemistry, 290(8), 4908-4927 (2015)
Ca2+/calmodulin-dependent protein kinase II contributes to hypoxic ischemic cell death in neonatal hippocampal slice cultures
Lu Q, et al.
PLoS ONE, 8(8), e70750-e70750 (2013)

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