(Lys22)-Amyloid β-Protein (1-40)
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(Lys22)-Amyloid β-Protein (1-40)

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(Lys22)-Amyloid β-Protein (1-40) is an Italian mutation of β-amyloid 1-40 (E22K), which aggregates faster than wild-type sequence 1-40. It exhibits higher neurotoxicity, probably due to the salt bridge formed between Lys22 and Asp23 in the minor conformer. Like the Arctic, Flemish and Dutch mutants, it is degraded by neprilysin much more slowly than the wild-type Aβ.

Category
Functional Peptides
Catalog number
BAT-015346
CAS number
302905-01-7
Molecular Formula
C195H300N54O56S
Molecular Weight
4328.92
(Lys22)-Amyloid β-Protein (1-40)
IUPAC Name
(4S)-5-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-5-amino-1-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-4-amino-1-[[(2S)-6-amino-1-[[2-[[(2S)-1-[[(2S,3S)-1-[[(2S,3S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[2-[[(2S)-1-[[(1S)-1-carboxy-2-methylpropyl]amino]-3-methyl-1-oxobutan-2-yl]amino]-2-oxoethyl]amino]-2-oxoethyl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-3-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-1-oxohexan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-methyl-1-oxobutan-2-yl]amino]-3-carboxy-1-oxopropan-2-yl]amino]-1-oxohexan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1-oxohexan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-carboxy-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-4-[[(2S)-2-[[(2S)-2-amino-3-carboxypropanoyl]amino]propanoyl]amino]-5-oxopentanoic acid
Synonyms
Amyloid β-Protein (1-40) Italian Mutation; H-Asp-Ala-Glu-Phe-Arg-His-Asp-Ser-Gly-Tyr-Glu-Val-His-His-Gln-Lys-Leu-Val-Phe-Phe-Ala-Lys-Asp-Val-Gly-Ser-Asn-Lys-Gly-Ala-Ile-Ile-Gly-Leu-Met-Val-Gly-Gly-Val-Val-OH; L-Valine, L-α-aspartyl-L-alanyl-L-α-glutamyl-L-phenylalanyl-L-arginyl-L-histidyl-L-α-aspartyl-L-serylglycyl-L-tyrosyl-L-α-glutamyl-L-valyl-L-histidyl-L-histidyl-L-glutaminyl-L-lysyl-L-leucyl-L-valyl-L-phenylalanyl-L-phenylalanyl-L-alanyl-L-lysyl-L-α-aspartyl-L-valylglycyl-L-seryl-L-asparaginyl-L-lysylglycyl-L-alanyl-L-isoleucyl-L-isoleucylglycyl-L-leucyl-L-methionyl-L-valylglycylglycyl-L-valyl-
Appearance
White Lyophilized Powder
Purity
≥95%
Sequence
DAEFRHDSGYEVHHQKLVFFAKDVGSNKGAIIGLMVGGVV
Storage
Store at -20°C
Solubility
Soluble in Acetic Acid
InChI
InChI=1S/C195H300N54O56S/c1-25-104(19)159(189(299)213-89-145(258)220-126(69-96(3)4)175(285)230-125(63-68-306-24)173(283)243-153(98(7)8)187(297)211-85-142(255)208-86-147(260)242-155(100(11)12)192(302)247-158(103(17)18)194(304)305)249-193(303)160(105(20)26-2)248-163(273)106(21)217-143(256)87-209-165(275)118(49-36-39-64-196)225-182(292)135(79-141(201)254)236-186(296)139(92-251)222-146(259)90-212-188(298)154(99(9)10)244-185(295)137(81-152(269)270)237-167(277)119(50-37-40-65-197)223-162(272)108(23)219-174(284)129(71-109-43-30-27-31-44-109)233-178(288)131(73-111-47-34-29-35-48-111)239-190(300)157(102(15)16)246-184(294)127(70-97(5)6)231-168(278)120(51-38-41-66-198)226-170(280)122(57-60-140(200)253)228-179(289)132(75-113-82-204-93-214-113)235-181(291)134(77-115-84-206-95-216-115)240-191(301)156(101(13)14)245-172(282)124(59-62-149(263)264)229-176(286)128(74-112-53-55-116(252)56-54-112)221-144(257)88-210-166(276)138(91-250)241-183(293)136(80-151(267)268)238-180(290)133(76-114-83-205-94-215-114)234-169(279)121(52-42-67-207-195(202)203)227-177(287)130(72-110-45-32-28-33-46-110)232-171(281)123(58-61-148(261)262)224-161(271)107(22)218-164(274)117(199)78-150(265)266/h27-35,43-48,53-56,82-84,93-108,117-139,153-160,250-252H,25-26,36-42,49-52,57-81,85-92,196-199H2,1-24H3,(H2,200,253)(H2,201,254)(H,204,214)(H,205,215)(H,206,216)(H,208,255)(H,209,275)(H,210,276)(H,211,297)(H,212,298)(H,213,299)(H,217,256)(H,218,274)(H,219,284)(H,220,258)(H,221,257)(H,222,259)(H,223,272)(H,224,271)(H,225,292)(H,226,280)(H,227,287)(H,228,289)(H,229,286)(H,230,285)(H,231,278)(H,232,281)(H,233,288)(H,234,279)(H,235,291)(H,236,296)(H,237,277)(H,238,290)(H,239,300)(H,240,301)(H,241,293)(H,242,260)(H,243,283)(H,244,295)(H,245,282)(H,246,294)(H,247,302)(H,248,273)(H,249,303)(H,261,262)(H,263,264)(H,265,266)(H,267,268)(H,269,270)(H,304,305)(H4,202,203,207)/t104-,105-,106-,107-,108-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130-,131-,132-,133-,134-,135-,136-,137-,138-,139-,153-,154-,155-,156-,157-,158-,159-,160-/m0/s1
InChI Key
RVGDRHRMLHDURP-WNKKHKIDSA-N
Canonical SMILES
CCC(C)C(C(=O)NC(C(C)CC)C(=O)NCC(=O)NC(CC(C)C)C(=O)NC(CCSC)C(=O)NC(C(C)C)C(=O)NCC(=O)NCC(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)O)NC(=O)C(C)NC(=O)CNC(=O)C(CCCCN)NC(=O)C(CC(=O)N)NC(=O)C(CO)NC(=O)CNC(=O)C(C(C)C)NC(=O)C(CC(=O)O)NC(=O)C(CCCCN)NC(=O)C(C)NC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC2=CC=CC=C2)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CCCCN)NC(=O)C(CCC(=O)N)NC(=O)C(CC3=CN=CN3)NC(=O)C(CC4=CN=CN4)NC(=O)C(C(C)C)NC(=O)C(CCC(=O)O)NC(=O)C(CC5=CC=C(C=C5)O)NC(=O)CNC(=O)C(CO)NC(=O)C(CC(=O)O)NC(=O)C(CC6=CN=CN6)NC(=O)C(CCCNC(=N)N)NC(=O)C(CC7=CC=CC=C7)NC(=O)C(CCC(=O)O)NC(=O)C(C)NC(=O)C(CC(=O)O)N
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