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A0591

Sigma-Aldrich

Autocamtide 2 trifluoroacetate salt

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C65H118N22O20
CAS Number:
129198-88-5
Molecular Weight:
1527.77
MDL number:
MFCD00143639
UNSPSC Code:
12352200
PubChem Substance ID:
329770621
NACRES:
NA.32

assay

≥97% (HPLC)

form

powder

composition

Peptide content, ≥60%

color

white

solubility

H2O: 1 mg/mL

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](NC(=O)[C@@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](N)CCCCN)[C@@H](C)O)C(C)C)C(O)=O

InChI

1S/C65H118N22O20/c1-31(2)28-43(83-51(94)34(7)76-54(97)38(17-11-13-25-67)78-53(96)37(68)16-10-12-24-66)60(103)80-40(19-15-27-75-65(72)73)55(98)79-39(18-14-26-74-64(70)71)56(99)81-41(20-22-46(69)89)57(100)82-42(21-23-47(90)91)58(101)87-50(36(9)88)62(105)86-49(33(5)6)61(104)84-44(30-48(92)93)59(102)77-35(8)52(95)85-45(63(106)107)29-32(3)4/h31-45,49-50,88H,10-30,66-68H2,1-9H3,(H2,69,89)(H,76,97)(H,77,102)(H,78,96)(H,79,98)(H,80,103)(H,81,99)(H,82,100)(H,83,94)(H,84,104)(H,85,95)(H,86,105)(H,87,101)(H,90,91)(H,92,93)(H,106,107)(H4,70,71,74)(H4,72,73,75)/t34-,35-,36+,37-,38-,39-,40-,41-,42-,43-,44-,45-,49-,50-/m0/s1

InChI key

WRSMVHZKPDCKNQ-DBSTUJSUSA-N

Gene Information

human ... CAMK1(8536)
mouse ... CAMK1(52163)
rat ... CAMK1(171503)

Amino Acid Sequence

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Substrates

A highly selective synthetic Ca2+/calmodulin-dependent protein kinase substrate.[1] The peptide contains the sequence around the autophosphorylation site in the autoinhibitory domain of calmodulin-dependent protein kinase II (CaM kinase II).

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)

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Certificates of Analysis (COA)

Lot/Batch Number
BCBS3594V
BCBF1996V
1403973
102K0663
093K0778

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M Osterhoff et al.
Cell calcium, 33(3), 175-184 (2003-02-26)
Ca(2+)/calmodulin-dependent protein kinase II is a member of a broad family of ubiquitously expressed Ca(2+) sensing serine/threonine-kinases. Ca(2+)/calmodulin-dependent protein kinase II is highly expressed in insulin secreting cells and is associated with insulin secretory granules and has been proposed to
P I Hanson et al.
Neuron, 3(1), 59-70 (1989-07-01)
Autophosphorylation of multifunctional Ca2+/calmodulin-dependent protein kinase converts it from a Ca2(+)-dependent to a Ca2(+)-independent or autonomous kinase, a process that may underlie some long-term enhancement of transient Ca2+ signals. We demonstrate that the neuronal alpha subunit clone expressed in COS-7
A Ishida et al.
The Journal of biological chemistry, 270(5), 2163-2170 (1995-02-03)
The active 30-kDa chymotryptic fragment of calmodulin-dependent protein kinase II (CaM kinase II), devoid of the autoinhibitory domain, and the enzyme, autothiophosphorylated at Thr286/Thr287, were much more labile than was the original native enzyme. They were markedly stabilized by synthetic

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