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H-D-Trp-OH

CAT: 0804-HY-W012479-01Size: 1 gDry Ice: NoHazardous: No
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CAT#:0804-HY-W012479-01Size:1 g
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
H-D-Trp-OH (D-Tryptophan) is the D-isomer of tryptophan, which is occasionally found in natural peptides, such as marine toxin peptides. H-D-Trp-OH can increase intestinal microbial diversity and counteract the inhibitory effect of allergic airway inflammation on intestinal microbial diversity[1].
CAS Number
153-94-6
Product Name Alternative
D-Tryptophan
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/H-D-Trp-OH.html
Purity
99.98
Solubility
0.1 M HCl : 25 mg/mL (ultrasonic; warming; heat to 60°C) |DMSO : 3.33 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
O=C(O)[C@H](N)CC1=CNC2=CC=CC=C12
Molecular Formula
C11H12N2O2
Molecular Weight
204.23
Precautions
H302, H315, H319, H335
References & Citations
[1]Kepert I, et al. D-tryptophan from probiotic bacteria influences the gut microbiome and allergic airway disease. J Allergy Clin Immunol. 2017 May;139 (5) :1525-1535.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light, stored under nitrogen)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite; Microbial Metabolite

Chemical Information

D-Tryptophan

D-tryptophan is the D-enantiomer of tryptophan. It has a role as a bacterial metabolite. It is a D-alpha-amino acid and a tryptophan. It is a conjugate base of a D-tryptophanium. It is a conjugate acid of a D-tryptophanate. It is an enantiomer of a L-tryptophan. It is a tautomer of a D-tryptophan zwitterion.

CAS Number153-94-6
PubChem CID9060
IUPAC Name(2R)-2-amino-3-(1H-indol-3-yl)propanoic acid
Molecular FormulaC11H12N2O2
Molecular Weight204.22
XLogP-1.1
Topological Polar Surface Area79.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count15
Formal Charge0
Complexity245
SMILES
C1=CC=C2C(=C1)C(=CN2)C[C@H](C(=O)O)N
InChI
InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1
InChIKey
QIVBCDIJIAJPQS-SECBINFHSA-N
Chemical Structure
2D Structure
2D structure of D-Tryptophan
CAS: 153-94-6
CID: 9060
Formula: C11H12N2O2
MW: 204.22
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight204.22
XLogP3-1.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass204.089877630
Monoisotopic Mass204.089877630
Topological Polar Surface Area79.1 Ų
Heavy Atom Count15
Formal Charge0
Complexity245
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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