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Fructose-L-tryptophan

CAT: 0804-HY-W585887-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W585887-01Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Fructose-L-tryptophan (Trp-Fru), an early Maillard reaction product formed from tryptophan and glucose[1].
CAS Number
25020-15-9
Product Name Alternative
Trp-Fru
UNSPSC
12352200
Hazard Statement
H302-H315-H319-H335
Target
Biochemical Assay Reagents
Related Pathways
Others
Field of Research
Others
Smiles
OC[C@@H](O)[C@@H](O)[C@H](O)C(CN[C@H](C(O)=O)CC1=CNC2=CC=CC=C12)=O
Molecular Formula
C17H22N2O7
Molecular Weight
366.37
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
References & Citations
[1]Tanaka M, et al, Chichester CO. Nutritional consequences of the Maillard reaction. The absorption of fructose-L-tryptophan in the large intestine of the rat. J Nutr. 1975 Aug;105 (8) :989-94.
Shipping Conditions
Room temperature
Scientific Category
Biochemical Assay Reagents
Clinical Information
No Development Reported

Chemical Information

N-(1-Deoxy-D-fructos-1-yl)-L-tryptophan

Maillard product; nitrosated form may be mutagenic

CAS Number25020-15-9
PubChem CID159983
IUPAC Name(2S)-3-(1H-indol-3-yl)-2-[[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]amino]propanoic acid
Molecular FormulaC17H22N2O7
Molecular Weight366.4
XLogP-3.6
Topological Polar Surface Area163
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count8
Rotatable Bond Count10
Heavy Atom Count26
Formal Charge0
Complexity490
SMILES
C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)NCC(=O)[C@H]([C@@H]([C@@H](CO)O)O)O
InChI
InChI=1S/C17H22N2O7/c20-8-14(22)16(24)15(23)13(21)7-19-12(17(25)26)5-9-6-18-11-4-2-1-3-10(9)11/h1-4,6,12,14-16,18-20,22-24H,5,7-8H2,(H,25,26)/t12-,14+,15+,16+/m0/s1
InChIKey
RZJHOCXJFBBOAY-LCGIIJARSA-N
Chemical Structure
2D Structure
2D structure of N-(1-Deoxy-D-fructos-1-yl)-L-tryptophan
CAS: 25020-15-9
CID: 159983
Formula: C17H22N2O7
MW: 366.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight366.4
XLogP3-3.6
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count8
Rotatable Bond Count10
Exact Mass366.14270105
Monoisotopic Mass366.14270105
Topological Polar Surface Area163 Ų
Heavy Atom Count26
Formal Charge0
Complexity490
Isotope Atom Count0
Defined Atom Stereocenter Count4
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
MF183634-01Fructose-L-tryptophan
TRC-F792580-50MGFructose-tryptophan (mixture of diastereomers)
MF05872-01L-Fructose
TN8166-01L- (+) -Fructose
TB1911L-Tryptophan

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