Record Information |
---|
Version | 5.0 |
---|
Status | Detected but not Quantified |
---|
Creation Date | 2012-09-06 21:03:16 UTC |
---|
Update Date | 2021-09-14 15:41:22 UTC |
---|
HMDB ID | HMDB0028988 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Phenylalanylalanine |
---|
Description | Phenylalanylalanine is a dipeptide composed of phenylalanine and alanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. |
---|
Structure | C[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(O)=O InChI=1S/C12H16N2O3/c1-8(12(16)17)14-11(15)10(13)7-9-5-3-2-4-6-9/h2-6,8,10H,7,13H2,1H3,(H,14,15)(H,16,17)/t8-,10-/m0/s1 |
---|
Synonyms | Value | Source |
---|
F-A | ChEBI | FA | ChEBI | L-Phe-L-ala | ChEBI | Phenylalanylalanine, (D-ala-phe)-isomer | HMDB | L-Phenylalanyl-L-alanine | HMDB | F-a Dipeptide | HMDB | FA dipeptide | HMDB | N-L-Phenylalanyl-L-alanine | HMDB | N-Phenylalanylalanine | HMDB | Phe-ala | HMDB | Phenylalanine alanine dipeptide | HMDB | Phenylalanine-alanine dipeptide | HMDB | Phenylalanyl-alanine | HMDB | Phenylalanylalanine | ChEBI |
|
---|
Chemical Formula | C12H16N2O3 |
---|
Average Molecular Weight | 236.271 |
---|
Monoisotopic Molecular Weight | 236.116092383 |
---|
IUPAC Name | (2S)-2-[(2S)-2-amino-3-phenylpropanamido]propanoic acid |
---|
Traditional Name | (2S)-2-[(2S)-2-amino-3-phenylpropanamido]propanoic acid |
---|
CAS Registry Number | 3918-87-4 |
---|
SMILES | C[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(O)=O |
---|
InChI Identifier | InChI=1S/C12H16N2O3/c1-8(12(16)17)14-11(15)10(13)7-9-5-3-2-4-6-9/h2-6,8,10H,7,13H2,1H3,(H,14,15)(H,16,17)/t8-,10-/m0/s1 |
---|
InChI Key | MIDZLCFIAINOQN-WPRPVWTQSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organic acids and derivatives |
---|
Class | Carboxylic acids and derivatives |
---|
Sub Class | Amino acids, peptides, and analogues |
---|
Direct Parent | Dipeptides |
---|
Alternative Parents | |
---|
Substituents | - Alpha-dipeptide
- Phenylalanine or derivatives
- N-acyl-alpha-amino acid
- N-acyl-l-alpha-amino acid
- N-acyl-alpha amino acid or derivatives
- Alpha-amino acid amide
- Alanine or derivatives
- Alpha-amino acid or derivatives
- Amphetamine or derivatives
- Aralkylamine
- Monocyclic benzene moiety
- Fatty amide
- Fatty acyl
- Benzenoid
- Amino acid or derivatives
- Carboxamide group
- Amino acid
- Secondary carboxylic acid amide
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Hydrocarbon derivative
- Primary aliphatic amine
- Amine
- Organic oxygen compound
- Carbonyl group
- Organic oxide
- Organopnictogen compound
- Organic nitrogen compound
- Organonitrogen compound
- Organooxygen compound
- Primary amine
- Aromatic homomonocyclic compound
|
---|
Molecular Framework | Aromatic homomonocyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | Not Available |
---|
Role | Not Available |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | -1.72 | Extrapolated |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | | Show more...
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
Phenylalanylalanine,1TMS,isomer #1 | C[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C | 2075.8 | Semi standard non polar | 33892256 | Phenylalanylalanine,1TMS,isomer #2 | C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O | 2124.2 | Semi standard non polar | 33892256 | Phenylalanylalanine,1TMS,isomer #3 | C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C | 2068.4 | Semi standard non polar | 33892256 | Phenylalanylalanine,2TMS,isomer #1 | C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C | 2119.8 | Semi standard non polar | 33892256 | Phenylalanylalanine,2TMS,isomer #1 | C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C | 2121.2 | Standard non polar | 33892256 | Phenylalanylalanine,2TMS,isomer #2 | C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C | 2057.6 | Semi standard non polar | 33892256 | Phenylalanylalanine,2TMS,isomer #2 | C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C | 2142.2 | Standard non polar | 33892256 | Phenylalanylalanine,2TMS,isomer #3 | C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)[Si](C)(C)C | 2132.8 | Semi standard non polar | 33892256 | Phenylalanylalanine,2TMS,isomer #3 | C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)[Si](C)(C)C | 2149.8 | Standard non polar | 33892256 | Phenylalanylalanine,2TMS,isomer #4 | C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O | 2265.0 | Semi standard non polar | 33892256 | Phenylalanylalanine,2TMS,isomer #4 | C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O | 2178.5 | Standard non polar | 33892256 | Phenylalanylalanine,3TMS,isomer #1 | C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)[Si](C)(C)C | 2117.6 | Semi standard non polar | 33892256 | Phenylalanylalanine,3TMS,isomer #1 | C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)[Si](C)(C)C | 2206.7 | Standard non polar | 33892256 | Phenylalanylalanine,3TMS,isomer #2 | C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C | 2252.0 | Semi standard non polar | 33892256 | Phenylalanylalanine,3TMS,isomer #2 | C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C | 2244.2 | Standard non polar | 33892256 | Phenylalanylalanine,3TMS,isomer #3 | C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C | 2248.9 | Semi standard non polar | 33892256 | Phenylalanylalanine,3TMS,isomer #3 | C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C | 2277.0 | Standard non polar | 33892256 | Phenylalanylalanine,4TMS,isomer #1 | C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C | 2295.2 | Semi standard non polar | 33892256 | Phenylalanylalanine,4TMS,isomer #1 | C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C | 2340.3 | Standard non polar | 33892256 | Phenylalanylalanine,1TBDMS,isomer #1 | C[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C | 2336.5 | Semi standard non polar | 33892256 | Phenylalanylalanine,1TBDMS,isomer #2 | C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O | 2353.5 | Semi standard non polar | 33892256 | Phenylalanylalanine,1TBDMS,isomer #3 | C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C | 2326.7 | Semi standard non polar | 33892256 | Phenylalanylalanine,2TBDMS,isomer #1 | C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 2572.5 | Semi standard non polar | 33892256 | Phenylalanylalanine,2TBDMS,isomer #1 | C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 2526.6 | Standard non polar | 33892256 | Phenylalanylalanine,2TBDMS,isomer #2 | C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C | 2553.6 | Semi standard non polar | 33892256 | Phenylalanylalanine,2TBDMS,isomer #2 | C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C | 2555.5 | Standard non polar | 33892256 | Phenylalanylalanine,2TBDMS,isomer #3 | C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2589.2 | Semi standard non polar | 33892256 | Phenylalanylalanine,2TBDMS,isomer #3 | C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2546.8 | Standard non polar | 33892256 | Phenylalanylalanine,2TBDMS,isomer #4 | C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O | 2716.6 | Semi standard non polar | 33892256 | Phenylalanylalanine,2TBDMS,isomer #4 | C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O | 2554.8 | Standard non polar | 33892256 | Phenylalanylalanine,3TBDMS,isomer #1 | C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2785.5 | Semi standard non polar | 33892256 | Phenylalanylalanine,3TBDMS,isomer #1 | C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2789.7 | Standard non polar | 33892256 | Phenylalanylalanine,3TBDMS,isomer #2 | C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 2948.3 | Semi standard non polar | 33892256 | Phenylalanylalanine,3TBDMS,isomer #2 | C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 2802.6 | Standard non polar | 33892256 | Phenylalanylalanine,3TBDMS,isomer #3 | C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2939.7 | Semi standard non polar | 33892256 | Phenylalanylalanine,3TBDMS,isomer #3 | C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2825.5 | Standard non polar | 33892256 | Phenylalanylalanine,4TBDMS,isomer #1 | C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3146.4 | Semi standard non polar | 33892256 | Phenylalanylalanine,4TBDMS,isomer #1 | C[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3053.8 | Standard non polar | 33892256 |
| Show more...
---|
Spectra |
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Phenylalanylalanine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Phenylalanylalanine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phenylalanylalanine 10V, Negative-QTOF | splash10-000i-1190000000-0ea34e4e51b53a4f8e45 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phenylalanylalanine 20V, Negative-QTOF | splash10-0006-9500000000-0f4539c36053bbb8e2e8 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phenylalanylalanine 40V, Negative-QTOF | splash10-0006-9200000000-2102cb264d60d2b84119 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phenylalanylalanine 10V, Positive-QTOF | splash10-00di-2910000000-3fd92077643d28ddd07a | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phenylalanylalanine 20V, Positive-QTOF | splash10-0006-9500000000-7fe68cbce9da0a3953cb | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Phenylalanylalanine 40V, Positive-QTOF | splash10-0006-9400000000-cb6c43a4e6ee4b68556f | 2021-09-22 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
---|
Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-16 | Wishart Lab | View Spectrum |
| Show more...
---|
Biological Properties |
---|
Cellular Locations | Not Available |
---|
Biospecimen Locations | |
---|
Tissue Locations | Not Available |
---|
Pathways | |
---|
Normal Concentrations |
---|
| |
Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Normal | | details |
|
---|
Abnormal Concentrations |
---|
| |
Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal cancer | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal Cancer | | details | Feces | Detected but not Quantified | Not Quantified | Adult (>18 years old) | Both | Colorectal cancer | | details |
|
---|
Associated Disorders and Diseases |
---|
Disease References | Colorectal cancer |
---|
- Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
- Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
- Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
|
|
---|
Associated OMIM IDs | |
---|
External Links |
---|
DrugBank ID | Not Available |
---|
Phenol Explorer Compound ID | Not Available |
---|
FooDB ID | FDB112008 |
---|
KNApSAcK ID | Not Available |
---|
Chemspider ID | 4589716 |
---|
KEGG Compound ID | Not Available |
---|
BioCyc ID | Not Available |
---|
BiGG ID | Not Available |
---|
Wikipedia Link | Not Available |
---|
METLIN ID | Not Available |
---|
PubChem Compound | 5488196 |
---|
PDB ID | Not Available |
---|
ChEBI ID | 73630 |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
MarkerDB ID | Not Available |
---|
Good Scents ID | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
Material Safety Data Sheet (MSDS) | Not Available |
---|
General References | - Pingitore F, Wesdemiotis C: Characterization of dipeptide isomers by tandem mass spectrometry of their mono- versus dilithiated complexes. Anal Chem. 2005 Mar 15;77(6):1796-806. [PubMed:15762588 ]
- Dunbar RC, Steill JD, Polfer NC, Oomens J: Peptide length, steric effects, and ion solvation govern zwitterion stabilization in barium-chelated di- and tripeptides. J Phys Chem B. 2009 Aug 6;113(31):10552-4. doi: 10.1021/jp905060n. [PubMed:19606889 ]
- Polfer NC, Oomens J, Dunbar RC: Alkali metal complexes of the dipeptides PheAla and AlaPhe: IRMPD spectroscopy. Chemphyschem. 2008 Mar 14;9(4):579-89. doi: 10.1002/cphc.200700700. [PubMed:18293344 ]
- Baboshina OV, Crinelli R, Siepmann TJ, Haas AL: N-end rule specificity within the ubiquitin/proteasome pathway is not an affinity effect. J Biol Chem. 2001 Oct 19;276(42):39428-37. Epub 2001 Aug 7. [PubMed:11493606 ]
- Lawson TG, Sweep ME, Schlax PE, Bohnsack RN, Haas AL: Kinetic analysis of the conjugation of ubiquitin to picornavirus 3C proteases catalyzed by the mammalian ubiquitin-protein ligase E3alpha. J Biol Chem. 2001 Oct 26;276(43):39629-37. Epub 2001 Aug 28. [PubMed:11526102 ]
- Storer AC, Angus RH, Carey PR: Comparison of the kinetics of the papain-catalyzed hydrolysis of glycine- and alanine-based esters and thiono esters. Biochemistry. 1988 Jan 12;27(1):264-8. [PubMed:3349032 ]
- Dufour E, Storer AC, Menard R: Engineering nitrile hydratase activity into a cysteine protease by a single mutation. Biochemistry. 1995 Dec 19;34(50):16382-8. [PubMed:8845364 ]
- Naik RM, Srivastava A, Prasad S: Highly sensitive catalytic spectrophotometric determination of ruthenium. Spectrochim Acta A Mol Biomol Spectrosc. 2008 Jan;69(1):193-7. Epub 2007 Mar 24. [PubMed:17574906 ]
- Chen JJ, Barber LA, Dymshitz J, Vasko MR: Peptidase inhibitors improve recovery of substance P and calcitonin gene-related peptide release from rat spinal cord slices. Peptides. 1996;17(1):31-7. [PubMed:8822507 ]
- Matsubara T, Fujita R, Sugiyama S, Kawashiro K: Stability of protease in organic solvent: structural identification by solid-state NMR of lyophilized papain before and after 1-propanol treatment and the corresponding enzymatic activities. Biotechnol Bioeng. 2006 Apr 5;93(5):928-33. [PubMed:16329143 ]
- Roper H, Roper S, Meyer B: Amadori- and N-nitroso-Amadori compounds and their pyrolysis products. Chemical, analytical and biological aspects. IARC Sci Publ. 1984;(57):101-11. [PubMed:6398292 ]
- Frade RF, Candeias NR, Duarte CM, Andre V, Duarte MT, Gois PM, Afonso CA: New dirhodium complex with activity towards colorectal cancer. Bioorg Med Chem Lett. 2010 Jun 1;20(11):3413-5. doi: 10.1016/j.bmcl.2010.04.002. Epub 2010 Apr 9. [PubMed:20434912 ]
| Show more...
---|