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A6933

Sigma-Aldrich

Acetyl-Amyloid β-Protein Fragment 15-20 Amide

≥97% (HPLC), powder

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Synonym(s):
Ac-QKLVFF-NH2, amyloid blocker
Empirical Formula (Hill Notation):
C42H63N9O8
CAS Number:
189064-06-0
Molecular Weight:
822.01
MDL number:
MFCD17215285
PubChem Substance ID:
329770908
NACRES:
NA.32

Assay

≥97% (HPLC)

form

powder

color

white

UniProt accession no.

P05067

storage temp.

−20°C

SMILES string

CC(C)C[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(N)=O)NC(C)=O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc2ccccc2)C(N)=O

InChI

1S/C42H63N9O8/c1-25(2)22-33(49-38(55)30(18-12-13-21-43)47-39(56)31(46-27(5)52)19-20-35(44)53)41(58)51-36(26(3)4)42(59)50-34(24-29-16-10-7-11-17-29)40(57)48-32(37(45)54)23-28-14-8-6-9-15-28/h6-11,14-17,25-26,30-34,36H,12-13,18-24,43H2,1-5H3,(H2,44,53)(H2,45,54)(H,46,52)(H,47,56)(H,48,57)(H,49,55)(H,50,59)(H,51,58)/t30-,31-,32-,33-,34-,36-/m0/s1

InChI key

DDXTVYDSGCHGAN-PITCCTKHSA-N

Gene Information

human ... APP(351)

Amino Acid Sequence

Ac-Gln-Lys-Leu-Val-Phe-Phe-NH2

Biochem/physiol Actions

Amyloid plaques characteristic of the Alzheimer brain contain fibrils composed of amyloid beta aggregates. Short peptides containing the sequence KLVFF have been shown to bind specifically to the homologous region in Aβ and are used to prevent full length amyloid fibril formation.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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L O Tjernberg et al.
The Journal of biological chemistry, 271(15), 8545-8548 (1996-04-12)
Polymerization of amyloid beta-peptide (Abeta) into amyloid fibrils is a critical step in the pathogenesis of Alzheimer's disease. Here, we show that peptides incorporating a short Abeta fragment (KLVFF; Abeta16-20) can bind full-length Abeta and prevent its assembly into amyloid
L O Tjernberg et al.
The Journal of biological chemistry, 272(19), 12601-12605 (1997-05-09)
We have previously shown that short peptides incorporating the sequence KLVFF can bind to the approximately 40amino acid residue Alzheimer amyloid beta-peptide (Abeta) and disrupt amyloid fibril formation (Tjernberg, L. O., Näslund, J., Lindqvist, F., Johansson, J., Karlström, A. R.

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