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Mca-SEVNLDAEFK (Dnp)

CAT: 0804-HY-P4919Size: 1 EachDry Ice: NoHazardous: No
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Description
Mca-SEVNLDAEFK (Dnp) is a Beta-secretase 1 (BACE-1) peptide FRET substrate, containing the 'Swedish' Lys-Met/Asn-Leu mutation of the amyloid precursor protein (APP) β-secretase cleavage site. Cleavage at -Leu-Asp- of Mca-SEVNLDAEFK (Dnp) liberates the highly fluorescent 7-methoxycoumarin (Mca) fragment from the proximity quenching effect of the 2,4-dinitrophenyl (Dnp) internal quencher resulting in a large and easily detectable increase in fluorescence intensity.
CAS Number
1802078-31-4
UNSPSC
12352209
Target
Beta-secretase
Type
Peptides
Related Pathways
Neuronal Signaling
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/mca-sevnldaefk-dnp.html
Solubility
10 mM in DMSO
Smiles
O=[N+]([O-])C(C=C(C=C1)[N+]([O-])=O)=C1NCCCC[C@@H](C(O)=O)NC([C@H](CC2=CC=CC=C2)NC([C@H](CCC(O)=O)NC([C@H](C)NC([C@H](CC(O)=O)NC([C@H](CC(C)C)NC([C@H](CC(N)=O)NC([C@H](C(C)C)NC([C@H](CCC(O)=O)NC([C@H](CO)NC(CC(C3=CC=C(OC)C=C3O4)=CC4=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O
Molecular Formula
C68H88N14O27
Molecular Weight
1533.50
References & Citations
[1]Vila-Real H, et al. Peptidomimetic β-Secretase Inhibitors Comprising a Sequence of Amyloid-β Peptide for Alzheimer's Disease. J Med Chem. 2015 Jul 23;58 (14) :5408-18. |[2]Yen YC, et al. Development of an Efficient Enzyme Production and Structure-Based Discovery Platform for BACE1 Inhibitors. Biochemistry. 2019 Nov 5;58 (44) :4424-4435.
Shipping Conditions
Room temperature
Scientific Category
Peptides
Clinical Information
No Development Reported

Chemical Information

Mca-(Asn670,Leu671)-Amyloid beta/A4 Protein Precursor770 (667-675)-Lys(Dnp) ammonium acetate salt
CAS Number1802078-31-4
PubChem CID131849985
IUPAC Name(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-4-amino-2-[[(2S)-2-[[(2S)-4-carboxy-2-[[(2S)-3-hydroxy-2-[[2-(7-methoxy-2-oxochromen-4-yl)acetyl]amino]propanoyl]amino]butanoyl]amino]-3-methylbutanoyl]amino]-4-oxobutanoyl]amino]-4-methylpentanoyl]amino]-3-carboxypropanoyl]amino]propanoyl]amino]-4-carboxybutanoyl]amino]-3-phenylpropanoyl]amino]-6-(2,4-dinitroanilino)hexanoic acid
Molecular FormulaC68H88N14O27
Molecular Weight1533.5
XLogP0.4
Topological Polar Surface Area643
Hydrogen Bond Donor Count17
Hydrogen Bond Acceptor Count28
Rotatable Bond Count45
Heavy Atom Count109
Formal Charge0
Complexity3300
SMILES
C[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCCCNC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])C(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CO)NC(=O)CC3=CC(=O)OC4=C3C=CC(=C4)OC
InChI
InChI=1S/C68H88N14O27/c1-33(2)24-45(76-65(99)47(30-52(69)84)79-67(101)58(34(3)4)80-61(95)43(20-22-55(88)89)74-66(100)49(32-83)72-53(85)26-37-27-57(92)109-51-29-39(108-6)16-17-40(37)51)63(97)78-48(31-56(90)91)62(96)71-35(5)59(93)73-42(19-21-54(86)87)60(94)77-46(25-36-12-8-7-9-13-36)64(98)75-44(68(102)103)14-10-11-23-70-41-18-15-38(81(104)105)28-50(41)82(106)107/h7-9,12-13,15-18,27-29,33-35,42-49,58,70,83H,10-11,14,19-26,30-32H2,1-6H3,(H2,69,84)(H,71,96)(H,72,85)(H,73,93)(H,74,100)(H,75,98)(H,76,99)(H,77,94)(H,78,97)(H,79,101)(H,80,95)(H,86,87)(H,88,89)(H,90,91)(H,102,103)/t35-,42-,43-,44-,45-,46-,47-,48-,49-,58-/m0/s1
InChIKey
VVRDRGFGUVYUOH-PKEZMKBBSA-N
Chemical Structure
2D Structure
2D structure of Mca-(Asn670,Leu671)-Amyloid beta/A4 Protein Precursor770 (667-675)-Lys(Dnp) ammonium acetate salt
CAS: 1802078-31-4
CID: 131849985
Formula: C68H88N14O27
MW: 1533.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1533.5
XLogP30.4
Hydrogen Bond Donor Count17
Hydrogen Bond Acceptor Count28
Rotatable Bond Count45
Exact Mass1532.59433359
Monoisotopic Mass1532.59433359
Topological Polar Surface Area643 Ų
Heavy Atom Count109
Formal Charge0
Complexity3300
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
T86868-01Mca-SEVNLDAEFK (Dnp)
MBS3847766-01Mca-SEVNLDAEFK(Dnp)-NH2
T81836-01Mca-SEVNLDAEFK (Dnp) -NH2
A23186-10Mca-SEVNLDAEFK (Dnp) -NH2 10mg
A23186-5Mca-SEVNLDAEFK (Dnp) -NH2 5mg
A23186-1Mca-SEVNLDAEFK (Dnp) -NH2 1mg
B1132-1000Mca-RPPGFSAFK (Dnp)
GTR19066437-01Mca-YVADAPK (Dnp)
BML-P163-0001Mca-APK (Dnp)
463597Mca-APK(Dnp)-OH

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