Determine the necessary mass, volume, or concentration for preparing a solution.
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
Basic Description
| Synonyms | Methylphosphonothioic acid S-(2-(bis(1-methylethyl)amino)ethyl) O-ethyl ester | N,2-Dimethyl-DL-alanine | BDBM50357217 | N-(methylamino)isobutyric acid | N-Acetylbenzoquinoneimine | Q27083887 | 2-(Methylamino)-2-methylpropionic acid | SCHEMBL141814 | UNII |
|---|---|
| Specifications & Purity | Moligand™, ≥97% |
| Storage Temp | Store at -20°C |
| Shipped In | Ice chest + Ice pads |
| Grade | Moligand™ |
| Product Description | Product Application: α-(Methylamino)isobutyric acid (MeAIB) has been used: as a system A transport system inhibitor to perform inhibition experiments as a system A transport system inhibitor to study its effect on the generation of epileptiform field potentials (EFPs) in the acutely disinhibited cortical slices as an N-acetyltransferase (SNAT) inhibitor in Hank′s balanced salt solution (HBSS) to study its influence on the uptake of 14C-cysteine/ radioactive-labeled cysteine |
Associated Targets(Human)
SLC36A1 Tchem Proton-coupled amino acid transporter 1 (0 Activities)
SLC16A10 Tbio Monocarboxylate transporter 10 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
SLC36A1 Tchem Proton-coupled amino acid transporter 1 (102 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Names and Identifiers
| Pubchem Sid | 488185158 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488185158 |
| IUPAC Name | 2-methyl-2-(methylamino)propanoic acid |
| INCHI | InChI=1S/C5H11NO2/c1-5(2,6-3)4(7)8/h6H,1-3H3,(H,7,8) |
| InChi Key | DLAMVQGYEVKIRE-UHFFFAOYSA-N |
| Canonical SMILES | CC(C)(C(=O)O)NC |
| Isomeric SMILES | CC(C)(C(=O)O)NC |
| PubChem CID | 75725 |
| Molecular Weight | 117.15 |
| Beilstein | 4(4)2618 |
| Reaxy-Rn | 1746984 |
Database links
| PubChem SID | 488185158 |
|---|
Certificates
Certificate of Analysis(COA)
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 D23142115 | Certificate of Analysis | Mar 07, 2023 | M464376 |
| D23142127 | Certificate of Analysis | Mar 07, 2023 | M464376 |
| D23142179 | Certificate of Analysis | Mar 07, 2023 | M464376 |
| D23142180 | Certificate of Analysis | Mar 07, 2023 | M464376 |
Chemical and Physical Properties
| Melt Point(°C) | > 300 °C |
|---|
Safety and Hazards(GHS)
| Pictogram(s) | GHS07 |
|---|---|
| Signal | Warning |
| Hazard Statements | H319:Causes serious eye irritation |
| Precautionary Statements | P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. |
| Reaxy-Rn | 1746984 |
Related Documents
References
| 1. J R Bading,J Kan-Mitchell,P S Conti. (1996-08-01) System A amino acid transport in cultured human tumor cells: implications for tumor imaging with PET.. Nuclear medicine and biology, 23 ((6)): (779-786). [PMID:8940721] |
| 2. B M Eaton,S R Sooranna. (2000-08-15) Transport of large neutral amino acids into BeWo cells.. Placenta, 21 ((5-6)): (558-564). [PMID:10940206] |
| 3. J L Berk,C A Hatch,R H Goldstein. (2000-09-28) Hypoxia inhibits amino acid uptake in human lung fibroblasts.. Journal of applied physiology (Bethesda, Md. : 1985), 89 ((4)): (1425-1431). [PMID:11007578] |
| 4. T Hatanaka,W Huang,R G Martindale,V Ganapathy. (2001-09-22) Differential influence of cAMP on the expression of the three subtypes (ATA1, ATA2, and ATA3) of the amino acid transport system A.. FEBS letters, 505 ((2)): (317-320). [PMID:11566196] |
| 5. Simona Armano,Silvia Coco,Alberto Bacci,Elena Pravettoni,Ursula Schenk,Claudia Verderio,Helene Varoqui,Jeffrey D Erickson,Michela Matteoli. (2002-01-15) Localization and functional relevance of system a neutral amino acid transporters in cultured hippocampal neurons.. The Journal of biological chemistry, 277 ((12)): (10467-10473). [PMID:11788594] |
| 6. Keiko Kanamori,Brian D Ross. (2004-06-17) Quantitative determination of extracellular glutamine concentration in rat brain, and its elevation in vivo by system A transport inhibitor, alpha-(methylamino)isobutyrate.. Journal of neurochemistry, 90 ((1)): (203-210). [PMID:15198679] |
| 7. Nikolaos Dimopoulos,Maria Watson,Kei Sakamoto,Harinder S Hundal. (2006-07-11) Differential effects of palmitate and palmitoleate on insulin action and glucose utilization in rat L6 skeletal muscle cells.. The Biochemical journal, 399 ((3)): (473-481). [PMID:16822230] |
| 8. Takahiro Hatanaka,Yasue Hatanaka,Mitsutoshi Setou. (2006-09-28) Regulation of amino acid transporter ATA2 by ubiquitin ligase Nedd4-2.. The Journal of biological chemistry, 281 ((47)): (35922-35930). [PMID:17003038] |
| 9. Molly N Fricke,Dorothy M Jones-Davis,Gregory C Mathews. (2007-05-17) Glutamine uptake by System A transporters maintains neurotransmitter GABA synthesis and inhibitory synaptic transmission.. Journal of neurochemistry, 102 ((6)): (1895-1904). [PMID:17504265] |
| 10. Harisha Atluri,Ravi S Talluri,Ashim K Mitra. (2007-08-10) Functional activity of a large neutral amino acid transporter (LAT) in rabbit retina: a study involving the in vivo retinal uptake and vitreal pharmacokinetics of L-phenyl alanine.. International journal of pharmaceutics, 347 ((1-2)): (23-30). [PMID:17686592] |
| 11. Hiroaki Tani,Chris G Dulla,John R Huguenard,Richard J Reimer. (2010-01-29) Glutamine is required for persistent epileptiform activity in the disinhibited neocortical brain slice.. The Journal of neuroscience : the official journal of the Society for Neuroscience, 30 ((4)): (1288-1300). [PMID:20107056] |
| 12. M M Hamdi,G Mutungi. (2011-05-25) Dihydrotestosterone stimulates amino acid uptake and the expression of LAT2 in mouse skeletal muscle fibres through an ERK1/2-dependent mechanism.. The Journal of physiology, 589 ((Pt 14)): (3623-3640). [PMID:21606113] |
| 13. Iris Thondorf,Valerie Voigt,Sarah Schäfer,Sabine Gebauer,Katja Zebisch,Linda Laug,Matthias Brandsch. (2011-10-01) Three-dimensional quantitative structure-activity relationship analyses of substrates of the human proton-coupled amino acid transporter 1 (hPAT1).. Bioorganic & medicinal chemistry, 19 ((21)): (6409-6418). [PMID:21955456] |
| 14. Mitsuyoshi Yoshimoto,Natsuki Honda,Hiroaki Kurihara,Kenta Hiroi,Satoshi Nakamura,Masashi Ito,Naoto Shikano,Jun Itami,Hirofumi Fujii. (2018-03-03) Non-invasive estimation of 10 B-4-borono-L-phenylalanine-derived boron concentration in tumors by PET using 4-borono-2-18 F-fluoro-phenylalanine.. Cancer science, 109 ((5)): (1617-1626). [PMID:29498142] |
| 15. Paige J Bothwell,Clare D Kron,Evan F Wittke,Bradley N Czerniak,Barrie P Bode. (2018-07-22) Targeted Suppression and Knockout of ASCT2 or LAT1 in Epithelial and Mesenchymal Human Liver Cancer Cells Fail to Inhibit Growth.. International journal of molecular sciences, 19 ((7)): [PMID:30029480] |
| 16. Jeroen Verhoeven,Fabian Hulpia,Ken Kersemans,Julie Bolcaen,Stef De Lombaerde,Jan Goeman,Benedicte Descamps,Giorgio Hallaert,Caroline Van den Broecke,Karel Deblaere,Christian Vanhove,Johan Van der Eycken,Serge Van Calenbergh,Ingeborg Goethals,Filip De Vos. (2019-03-01) New fluoroethyl phenylalanine analogues as potential LAT1-targeting PET tracers for glioblastoma.. Scientific reports, 9 ((1)): (2878-2878). [PMID:30814660] |
| 17. Johanna Chiche,Julie Reverso-Meinietti,Annabelle Mouchotte,Camila Rubio-Patiño,Rana Mhaidly,Elodie Villa,Jozef P Bossowski,Emma Proics,Manuel Grima-Reyes,Agnès Paquet,Konstantina Fragaki,Sandrine Marchetti,Josette Briere,Damien Ambrosetti,Jean-François Michiels,Thierry Jo Molina,Christiane Copie-Bergman,Jacqueline Lehmann-Che,Isabelle Peyrottes,Frederic Peyrade,Eric de Kerviler,Bruno Taillan,Georges Garnier,Els Verhoeyen,Véronique Paquis-Flucklinger,Laetitia Shintu,Vincent Delwail,Celine Delpech-Debiais,Richard Delarue,André Bosly,Tony Petrella,Gabriel Brisou,Bertrand Nadel,Pascal Barbry,Nicolas Mounier,Catherine Thieblemont,Jean-Ehrland Ricci. (2019-03-05) GAPDH Expression Predicts the Response to R-CHOP, the Tumor Metabolic Status, and the Response of DLBCL Patients to Metabolic Inhibitors.. Cell metabolism, 29 ((6)): (1243-1257). [PMID:30827861] |
| 18. Deanna N Edwards,Verra M Ngwa,Ariel L Raybuck,Shan Wang,Yoonha Hwang,Laura C Kim,Sung Hoon Cho,Yeeun Paik,Qingfei Wang,Siyuan Zhang,H Charles Manning,Jeffrey C Rathmell,Rebecca S Cook,Mark R Boothby,Jin Chen. (2020-12-16) Selective glutamine metabolism inhibition in tumor cells improves antitumor T lymphocyte activity in triple-negative breast cancer.. The Journal of clinical investigation, 131 ((4)): [PMID:33320840] |
| 19. Willian Meira,Boutaina Daher,Scott Kenneth Parks,Yann Cormerais,Jerome Durivault,Eric Tambutte,Jacques Pouyssegur,Milica Vučetić. (2021-04-04) A Cystine-Cysteine Intercellular Shuttle Prevents Ferroptosis in xCTKO Pancreatic Ductal Adenocarcinoma Cells.. Cancers, 13 ((6)): [PMID:33801101] |
| 20. A M Pajor,S H Wright. (1989-03-01) Uptake of lysine and proline via separate alpha-neutral amino acid transport pathways in Mytilus gill brush border membranes.. The Journal of membrane biology, 107 ((3)): (237-247). [PMID:2497258] |
| 21. T Z Su,M Wang,D L Oxender,A R Saltiel. (1998-03-10) Troglitazone increases system A amino acid transport in 3T3-L1 cells.. Endocrinology, 139 ((3)): (832-837). [PMID:9492010] |
| 22. H Varoqui,H Zhu,D Yao,H Ming,J D Erickson. (2000-02-08) Cloning and functional identification of a neuronal glutamine transporter.. The Journal of biological chemistry, 275 ((6)): (4049-4054). [PMID:10660562] |
| 23. K J Langen,H Mühlensiepen,M Holschbach,H Hautzel,P Jansen,H H Coenen. (2000-07-29) Transport mechanisms of 3-[123I]iodo-alpha-methyl-L-tyrosine in a human glioma cell line: comparison with [3H]methyl]-L-methionine.. Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 41 ((7)): (1250-1255). [PMID:10914918] |
| 24. B Sampaio-Maia,P Soares-Da-Silva. (2001-05-16) Inhibition of calcium-independent luminal uptake of L-dopa by calmodulin antagonists in immortalized rat capillary cerebral endothelial cells.. Cell biology international, 25 ((3)): (245-252). [PMID:11352497] |
| 25. Thomas L Freeman,Kusum K Kharbanda,Dean J Tuma,Mark E Mailliard. (2002-05-07) Inhibition of hepatic stellate cell collagen synthesis by N-(methylamino)isobutyric acid.. Biochemical pharmacology, 63 ((4)): (697-706). [PMID:11992638] |
| 26. Y Kudo,C A R Boyd. (2002-08-15) Changes in expression and function of syncytin and its receptor, amino acid transport system B(0) (ASCT2), in human placental choriocarcinoma BeWo cells during syncytialization.. Placenta, 23 ((7)): (536-541). [PMID:12175968] |
| 27. Per-Jonas Blind,Anders Waldenström,Larsolof Hafström,Diana Berggren,Gunnar Ronquist. (2003-06-25) Unique antitumour effects of L-2,4 diaminobutyric acid on cultured hepatoma cells.. Anticancer research, 23 ((2B)): (1245-1248). [PMID:12820378] |
| 28. E Cummings,H S Hundal,H Wackerhage,M Hope,M Belle,E Adeghate,J Singh. (2004-09-15) Momordica charantia fruit juice stimulates glucose and amino acid uptakes in L6 myotubes.. Molecular and cellular biochemistry, 261 ((1-2)): (99-104). [PMID:15362491] |
| 29. Ralf Bergmann,Jens Pietzsch,Frank Fuechtner,Beate Pawelke,Bettina Beuthien-Baumann,Bernd Johannsen,Joerg Kotzerke. (2004-12-09) 3-O-methyl-6-18F-fluoro-L-dopa, a new tumor imaging agent: investigation of transport mechanism in vitro.. Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 45 ((12)): (2116-2122). [PMID:15585490] |
| 30. Sílvia Busquets,Maria T Figueras,Sebastiaan Meijsing,Neus Carbó,Lebris S Quinn,Vanessa Almendro,Josep M Argilés,Francisco J López-Soriano. (2005-08-04) Interleukin-15 decreases proteolysis in skeletal muscle: a direct effect.. International journal of molecular medicine, 16 ((3)): (471-476). [PMID:16077957] |
| 31. Boonrit Thongsong,Radhika K Subramanian,Vadivel Ganapathy,Puttur D Prasad. (2005-10-06) Inhibition of amino acid transport system a by interleukin-1beta in trophoblasts.. Journal of the Society for Gynecologic Investigation, 12 ((7)): (495-503). [PMID:16202926] |
| 32. Helen N Jones,Cheryl J Ashworth,Ken R Page,Harry J McArdle. (2006-04-20) Cortisol stimulates system A amino acid transport and SNAT2 expression in a human placental cell line (BeWo).. American journal of physiology. Endocrinology and metabolism, 291 ((3)): (E596-E603). [PMID:16621896] |
| 33. Ana Paula Zanatta,Leila Zanatta,Renata Gonçalves,Ariane Zamoner,Fátima Regina Mena Barreto Silva. (2012-11-10) Integrin participates in the effect of thyroxine on plasma membrane in immature rat testis.. Biochimica et biophysica acta, 1830 ((3)): (2629-2637). [PMID:23137442] |
| 34. Biswapriya B Misra,Sobha R Puppala,Anthony G Comuzzie,Michael C Mahaney,John L VandeBerg,Michael Olivier,Laura A Cox. (2019-04-06) Analysis of serum changes in response to a high fat high cholesterol diet challenge reveals metabolic biomarkers of atherosclerosis.. PloS one, 14 ((4)): (e0214487-e0214487). [PMID:30951537] |
| 35. Matteo Morotti,Christos E Zois,Rokaya El-Ansari,Madeleine L Craze,Emad A Rakha,Shih-Jung Fan,Alessandro Valli,Syed Haider,Deborah C I Goberdhan,Andrew R Green,Adrian L Harris. (2020-10-09) Increased expression of glutamine transporter SNAT2/SLC38A2 promotes glutamine dependence and oxidative stress resistance, and is associated with worse prognosis in triple-negative breast cancer.. British journal of cancer, 124 ((2)): (494-505). [PMID:33028955] |