C8624

Sigma-Aldrich

COG 133 trifluoroacetate salt

≥95% (HPLC)

Synonym(s):
apoE(133-149), COG133, N-acetyl-L-leucyl-L-arginyl-L-valyl-L-arginyl-L-leucyl-L-alanyl-L-seryl-L-histidyl-L-leucyl-L-arginyl-L-lysyl-L-leucyl-L-arginyl-L-lysyl-L-arginyl-L-leucyl-L-Leucinamide, Ac- LRVRLASHLRKLRKRLL-NH2, Ac-Leu-Arg-Val-Arg-Leu-Ala-Ser-His-Leu- Arg-Lys-Leu-Arg-Lys-Arg-Leu-Leu-NH2
Empirical Formula (Hill Notation):
C97H181N37O19 · xC2HF3O2
CAS Number:
Molecular Weight:
2169.71 (free base basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥95% (HPLC)

form

lyophilized

color

white

solubility

H2O: >1 mg/mL

storage temp.

−20°C

SMILES string

OC(=O)C(F)(F)F.CC(C)C[C@H](NC(C)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)ON

InChI

1S/C97H181N37O20.C2HF3O2/c1-50(2)40-67(119-58(16)136)85(146)125-66(32-25-39-116-97(108)109)83(144)134-75(56(13)14)91(152)126-65(31-24-38-115-96(106)107)82(143)127-68(41-51(3)4)84(145)118-57(15)76(137)133-74(48-135)90(151)131-72(46-59-47-111-49-117-59)89(150)130-70(43-53(7)8)87(148)124-63(29-22-36-113-94(102)103)79(140)121-61(27-18-20-34-99)80(141)128-69(42-52(5)6)86(147)123-62(28-21-35-112-93(100)101)78(139)120-60(26-17-19-33-98)77(138)122-64(30-23-37-114-95(104)105)81(142)129-71(44-54(9)10)88(149)132-73(45-55(11)12)92(153)154-110;3-2(4,5)1(6)7/h47,49-57,60-75,135H,17-46,48,98-99,110H2,1-16H3,(H,111,117)(H,118,145)(H,119,136)(H,120,139)(H,121,140)(H,122,138)(H,123,147)(H,124,148)(H,125,146)(H,126,152)(H,127,143)(H,128,141)(H,129,142)(H,130,150)(H,131,151)(H,132,149)(H,133,137)(H,134,144)(H4,100,101,112)(H4,102,103,113)(H4,104,105,114)(H4,106,107,115)(H4,108,109,116);(H,6,7)/t57-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-;/m0./s1

InChI key

SIAUOBGYBRMVPH-BGJGLIJFSA-N

Packaging

1 mg in glass bottle

Biochem/physiol Actions

COG 1333 or apoE(133-149) is a fragment of Apolipoprotein E (APOE) that mimics the functional anti-inflammatory and neuroprotective effects of the intact apoE protein. It was suggested that neuroprotective functions of the mimetic results from binding to the low-density lipoprotein receptor-related protein (LRP) or LDL receptors, and such binding results in inhibition of the N-methyl-D-aspartate (NMDA) receptor.

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Fernando Lopes et al.
Arthritis & rheumatology (Hoboken, N.J.), 68(2), 542-552 (2015-09-01)
Activation of antiinflammatory cholinergic (vagal) pathways can reduce inflammation, and in vitro studies support a pivotal role of α7 nicotinic acetylcholine receptors (α7-nAChR), macrophages, and T cells in these events. The aim of this study was to assess α7-nAChR agonists...

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