Call +1 (833) 552-7181 or Contact us Earn $25 in coupons on your first order with Aladdin!
Toggle Nav
My Cart
Search
Advanced Search
Menu
Sign In
྾
main product photo

4-Methyl-2-oxovaleric acid - 98%, high purity , CAS No.816-66-0

Item Number
M104530
Grouped product items
SKUSizeAvailabilityPrice Qty
M104530-250mg
250mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$24.90
M104530-1g
1g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$59.90
M104530-5g
5g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$199.90
M104530-25g
25g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$739.90
M104530-100g
100g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$2,354.90
Add to Wish List Compare
Bulk Order  SDS  DATASHEET
View related series
carboxylic acid Non heterocyclic block

Basic Description

Synonyms4-methyl-2-oxopentanoic acid | 816-66-0 | 4-Methyl-2-oxovaleric acid | alpha-Ketoisocaproic acid | Ketoleucine | 2-Oxoisocaproate | alpha-ketoisocaproate | 2-OXO-4-METHYLPENTANOIC ACID | Pentanoic acid, 4-methyl-2-oxo- | 4-methyl-2-oxopentanoate | 2-Oxoisocaproic acid | 2-Oxoi
Specifications & PurityMoligand™, ≥98%
Storage TempStore at 2-8°C,Argon charged
Shipped InWet ice
GradeMoligand™
Product Description

An intermediate in the metabolism of leucine.

Associated Targets(Human)

SLC16A7 Tchem Monocarboxylate transporter 2 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SLC16A3 Tchem Monocarboxylate transporter 4 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SLC16A1 Tchem Monocarboxylate transporter 1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SLC16A1 Tchem Monocarboxylate transporter 1 (146 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC16A3 Tchem Monocarboxylate transporter 4 (196 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC16A7 Tchem Monocarboxylate transporter 2 (11 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Catharanthus roseus (29 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

IUPAC Name 4-methyl-2-oxopentanoic acid
INCHI InChI=1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)
InChi Key BKAJNAXTPSGJCU-UHFFFAOYSA-N
Canonical SMILES CC(C)CC(=O)C(=O)O
Isomeric SMILES CC(C)CC(=O)C(=O)O
WGK Germany 3
PubChem CID 70
UN Number 3265
Molecular Weight 130.14
Beilstein 1701823
Reaxy-Rn 1701823

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

5 results found

Lot NumberCertificate TypeDateItem
J2327576Certificate of AnalysisOct 12, 2023 M104530
F2209387Certificate of AnalysisMay 31, 2022 M104530
F2209388Certificate of AnalysisMay 31, 2022 M104530
F2209389Certificate of AnalysisMay 31, 2022 M104530
F2209392Certificate of AnalysisMay 31, 2022 M104530

Chemical and Physical Properties

SolubilitySoluble in water.
SensitivityHygroscopic
Refractive Index1.431
Flash Point(°C)83 °C
Boil Point(°C)85 °C
Melt Point(°C)8-10°C

Safety and Hazards(GHS)

Pictogram(s) GHS05
Signal Danger
Hazard Statements

H314:Causes severe skin burns and eye damage

Precautionary Statements

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P260:Do not breathe dust/fume/gas/mist/vapors/spray.

P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P363:Wash contaminated clothing before reuse.

P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.

P302+P361+P354:IF ON SKIN: Take off Immediately all contaminated clothing. Immediately rinse with water for several minutes.

P316:Get emergency medical help immediately.

WGK Germany 3
Reaxy-Rn 1701823

Related Documents

 SDS

 Specification Sheet

Alternative Products

  1. 4-Methyl-2-oxovaleric acid - 10mM in DMSO, used for , CAS No. 816-66-0, by Aladdin Scientific
    4-Methyl-2-oxovaleric acid

    Starting at $172.90

  2. 4-Methyl-2-oxovaleric acid - 90%, used for , CAS No. 816-66-0, by Aladdin Scientific
    4-Methyl-2-oxovaleric acid

    Starting at $559.90

References

1. D L Hachey,B W Patterson,P J Reeds,L J Elsas.  (1991-05-01)  Isotopic determination of organic keto acid pentafluorobenzyl esters in biological fluids by negative chemical ionization gas chromatography/mass spectrometry..  Analytical chemistry,  63  ((9)): (919-923).  [PMID:1858984]
2. G F Hoffmann,W Meier-Augenstein,S Stöckler,R Surtees,D Rating,W L Nyhan.  (1993-01-01)  Physiology and pathophysiology of organic acids in cerebrospinal fluid..  Journal of inherited metabolic disease,  16  ((4)): (648-669).  [PMID:8412012]
3. P Schadewaldt,H W Hammen,A C Ott,U Wendel.  (1999-09-03)  Renal clearance of branched-chain L-amino and 2-oxo acids in maple syrup urine disease..  Journal of inherited metabolic disease,  22  ((6)): (706-722).  [PMID:10472531]
4. J M Dickinson,J D Lee,B E Sullivan,M P Harber,S W Trappe,T A Trappe.  (2010-03-06)  A new method to study in vivo protein synthesis in slow- and fast-twitch muscle fibers and initial measurements in humans..  Journal of applied physiology (Bethesda, Md. : 1985),  108  ((5)): (1410-1416).  [PMID:20203068]
5. William S Crim,Runpei Wu,Jeffrey D Carter,Banumathi K Cole,Anthony P Trace,Raghavendra G Mirmira,Charles Kunsch,Jerry L Nadler,Craig S Nunemaker.  (2010-03-10)  AGI-1067, a novel antioxidant and anti-inflammatory agent, enhances insulin release and protects mouse islets..  Molecular and cellular endocrinology,  323  ((2)): (246-255).  [PMID:20211684]
6. M Willenborg,H Ghaly,K Hatlapatka,K Urban,U Panten,I Rustenbeck.  (2010-03-23)  The signalling role of action potential depolarization in insulin secretion: metabolism-dependent dissociation between action potential increase and secretion increase by TEA..  Biochemical pharmacology,  80  ((1)): (104-112).  [PMID:20303336]
7. Jeffery Escobar,Jason W Frank,Agus Suryawan,Hanh V Nguyen,Cynthia G Van Horn,Susan M Hutson,Teresa A Davis.  (2010-06-11)  Leucine and alpha-ketoisocaproic acid, but not norleucine, stimulate skeletal muscle protein synthesis in neonatal pigs..  The Journal of nutrition,  140  ((8)): (1418-1424).  [PMID:20534881]
8. Ignazio Grattagliano,Bernhard H Lauterburg,Giuseppe Palasciano,Piero Portincasa.  (2010-07-06)  13C-breath tests for clinical investigation of liver mitochondrial function..  European journal of clinical investigation,  40  ((9)): (843-850).  [PMID:20597965]
9. Nelo Eidy Zanchi,Frederico Gerlinger-Romero,Lucas Guimarães-Ferreira,Mário Alves de Siqueira Filho,Vitor Felitti,Fabio Santos Lira,Marília Seelaender,Antonio Herbert Lancha.  (2010-07-08)  HMB supplementation: clinical and athletic performance-related effects and mechanisms of action..  Amino acids,  40  ((4)): (1015-1025).  [PMID:20607321]
10. Yingsheng Zhou,Thomas L Jetton,Stephanie Goshorn,Christopher J Lynch,Pengxiang She.  (2010-08-26)  Transamination is required for {alpha}-ketoisocaproate but not leucine to stimulate insulin secretion..  The Journal of biological chemistry,  285  ((44)): (33718-33726).  [PMID:20736162]
11. Alexandros Pechlivanis,Sarantos Kostidis,Ploutarchos Saraslanidis,Anatoli Petridou,George Tsalis,Vassilis Mougios,Helen G Gika,Emmanuel Mikros,Georgios A Theodoridis.  (2010-10-12)  (1)H NMR-based metabonomic investigation of the effect of two different exercise sessions on the metabolic fingerprint of human urine..  Journal of proteome research,  9  ((12)): (6405-6416).  [PMID:20932058]
12. Ismail Syed,Chandrashekara N Kyathanahalli,Anjaneyulu Kowluru.  (2011-01-14)  Phagocyte-like NADPH oxidase generates ROS in INS 832/13 cells and rat islets: role of protein prenylation..  American journal of physiology. Regulatory, integrative and comparative physiology,  300  ((3)): (R756-R762).  [PMID:21228337]
13. Guoxing Fu,Hongling Yuan,Siming Wang,Giovanni Gadda,Irene T Weber.  (2011-06-29)  Atomic-resolution structure of an N5 flavin adduct in D-arginine dehydrogenase..  Biochemistry,  50  ((29)): (6292-6294).  [PMID:21707047]
14. Chris H P van den Akker,Henk Schierbeek,Gardi Minderman,Andras Vermes,Ernst M Schoonderwaldt,Johannes J Duvekot,Eric A P Steegers,Johannes B van Goudoever.  (2011-08-23)  Amino acid metabolism in the human fetus at term: leucine, valine, and methionine kinetics..  Pediatric research,  70  ((6)): (566-571).  [PMID:21857387]
15. Zoheir Mellouk,Ying Zhang,Nurdan Bulur,Karim Louchami,Willy J Malaisse,Dalila Ait Yahia,Abdullah Sener.  (2011-10-14)  The metabolic syndrome of fructose-fed rats: effects of long-chain polyunsaturated ω3 and ω6 fatty acids. III. Secretory behaviour of isolated pancreatic islets..  International journal of molecular medicine,  29  ((2)): (285-290).  [PMID:21994036]
16. Yuhong Zhu,Jianghua Li,Long Liu,Guocheng Du,Jian Chen.  (2011-11-25)  Production of α-ketoisocaproate via free-whole-cell biotransformation by Rhodococcus opacus DSM 43250 with L-leucine as the substrate..  Enzyme and microbial technology,  49  ((4)): (321-325).  [PMID:22112557]
17. Dag Eckersten,Ragnar Henningsson.  (2011-11-29)  Nitric oxide (NO)--production and regulation of insulin secretion in islets of freely fed and fasted mice..  Regulatory peptides,  174  ((1-3)): (32-37).  [PMID:22120830]
18. Sadia A Butt,Lise V Søgaard,Peter O Magnusson,Mette H Lauritzen,Christoffer Laustsen,Per Åkeson,Jan H Ardenkjær-Larsen.  (2012-03-29)  Imaging cerebral 2-ketoisocaproate metabolism with hyperpolarized (13)C magnetic resonance spectroscopic imaging..  Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism,  32  ((8)): (1508-1514).  [PMID:22453630]
19. Jian Lei,Dingyuan Feng,Yongliang Zhang,Sudath Dahanayaka,Xilong Li,Kang Yao,Junjun Wang,Zhenlong Wu,Zhaolai Dai,Guoyao Wu.  (2012-05-01)  Regulation of leucine catabolism by metabolic fuels in mammary epithelial cells..  Amino acids,  43  ((5)): (2179-2189).  [PMID:22543725]
20. Hong Guo-Parke,Jane T McCluskey,Catriona Kelly,Muhajir Hamid,Neville H McClenaghan,Peter R Flatt.  (2012-06-12)  Configuration of electrofusion-derived human insulin-secreting cell line as pseudoislets enhances functionality and therapeutic utility..  The Journal of endocrinology,  214  ((3)): (257-265).  [PMID:22685334]
21. Rajavel Elango,Karen Chapman,Mahroukh Rafii,Ronald O Ball,Paul B Pencharz.  (2012-09-07)  Determination of the tolerable upper intake level of leucine in acute dietary studies in young men..  The American journal of clinical nutrition,  96  ((4)): (759-767).  [PMID:22952178]
22. Chung-De Chen,Chih-Hao Lin,Phimonphan Chuankhayan,Yen-Chieh Huang,Yin-Cheng Hsieh,Tien-Feng Huang,Hong-Hsiang Guan,Ming-Yih Liu,Wen-Chang Chang,Chun-Jung Chen.  (2012-09-18)  Crystal structures of complexes of the branched-chain aminotransferase from Deinococcus radiodurans with α-ketoisocaproate and L-glutamate suggest the radiation resistance of this enzyme for catalysis..  Journal of bacteriology,  194  ((22)): (6206-6216).  [PMID:22984263]
23. Sven Dänicke,Sonja Diers.  (2013-01-17)  Effects of ergot alkaloids on liver function of piglets as evaluated by the (13)C-methacetin and (13)C-α-ketoisocaproic acid breath test..  Toxins,  5  ((1)): (139-161).  [PMID:23322130]
24. Benjamin Wax,Laura Hilton,Brad Vickers,Katherine Gilliland,Mandy Conrad.  (2013-01-30)  Effects of glycine-arginine-α-ketoisocaproic acid supplementation in college-age trained females during multi-bouts of resistance exercise..  Journal of dietary supplements,  10  ((1)): (6-16).  [PMID:23356772]
25. Donald F Stec,Suwan Wang,Cody Stothers,Josh Avance,Deon Denson,Raymond Harris,Paul Voziyan.  (2014-12-17)  Alterations of urinary metabolite profile in model diabetic nephropathy..  Biochemical and biophysical research communications,  456  ((2)): (610-614).  [PMID:25499815]
26. Katsumi Shibata.  (2018-09-04)  Urinary Excretion of 2-Oxo Acids Is Greater in Rats with Streptozotocin-Induced Diabetes..  Journal of nutritional science and vitaminology,  64  ((4)): (292-295).  [PMID:30175794]
27. Jordan M Wilkins,Oleksandr Gakh,Parijat Kabiraj,Christina B McCarthy,W Oliver Tobin,Charles L Howe,Claudia F Lucchinetti.  (2020-07-09)  Signatures of cell stress and altered bioenergetics in skin fibroblasts from patients with multiple sclerosis..  Aging,  12  ((14)): (15134-15156).  [PMID:32640422]
28. W E Mitch,M Walser,D G Sapir.  (1981-02-01)  Nitrogen sparing induced by leucine compared with that induced by its keto analogue, alpha-ketoisocaproate, in fasting obese man..  The Journal of clinical investigation,  67  ((2)): (553-562).  [PMID:7462428]
29. Angela M Sgaravatti,Rafael B Rosa,Patrícia F Schuck,César A J Ribeiro,Clóvis M D Wannmacher,Angela T S Wyse,Carlos S Dutra-Filho,Moacir Wajner.  (2003-11-26)  Inhibition of brain energy metabolism by the alpha-keto acids accumulating in maple syrup urine disease..  Biochimica et biophysica acta,  1639  ((3)): (232-238).  [PMID:14636955]
30. Yulan Wang,Elaine Holmes,Jeremy K Nicholson,Olivier Cloarec,Jacques Chollet,Marcel Tanner,Burton H Singer,Jürg Utzinger.  (2004-08-18)  Metabonomic investigations in mice infected with Schistosoma mansoni: an approach for biomarker identification..  Proceedings of the National Academy of Sciences of the United States of America,  101  ((34)): (12676-12681).  [PMID:15314235]
31. Marc Yudkoff,Yevgeny Daikhin,Ilana Nissim,Oksana Horyn,Bohdan Luhovyy,Bogdan Luhovyy,Adam Lazarow,Itzhak Nissim.  (2005-06-03)  Brain amino acid requirements and toxicity: the example of leucine..  The Journal of nutrition,  135  ((6 Suppl)): (1531S-1538S).  [PMID:15930465]
32. Li Qi,Gengliang Yang,Haizhi Zhang,Juan Qiao.  (2010-05-06)  A chiral ligand exchange CE essay with zinc(II)-L-valine complex for determining enzyme kinetic constant of L-amino acid oxidase..  Talanta,  81  ((4-5)): (1554-1559).  [PMID:20441938]
33. Hui You,Suzanne G Laychock.  (2010-10-21)  Long-term treatment with atrial natriuretic peptide inhibits ATP production and insulin secretion in rat pancreatic islets..  American journal of physiology. Endocrinology and metabolism,  300  ((3)): (E435-E444).  [PMID:20959527]
34. Eiji Yoshihara,Shimpei Fujimoto,Nobuya Inagaki,Katsuya Okawa,So Masaki,Junji Yodoi,Hiroshi Masutani.  (2010-12-02)  Disruption of TBP-2 ameliorates insulin sensitivity and secretion without affecting obesity..  Nature communications,  1  (127-127).  [PMID:21119640]
35. C Goodman,P Peeling,M K Ranchordas,L M Burke,S J Stear,L M Castell.  (2011-06-01)  A to Z of nutritional supplements: dietary supplements, sports nutrition foods and ergogenic aids for health and performance--Part 21..  British journal of sports medicine,  45  ((8)): (677-679).  [PMID:21625014]
36. Russell E Ericksen,Siew Lan Lim,Eoin McDonnell,Wai Ho Shuen,Maya Vadiveloo,Phillip J White,Zhaobing Ding,Royston Kwok,Philip Lee,George K Radda,Han Chong Toh,Matthew D Hirschey,Weiping Han.  (2019-01-22)  Loss of BCAA Catabolism during Carcinogenesis Enhances mTORC1 Activity and Promotes Tumor Development and Progression..  Cell metabolism,  29  ((5)): (1151-1165).  [PMID:30661928]
37. Jalal Taneera,Sarah Dhaiban,Abdul Khader Mohammed,Debasmita Mukhopadhyay,Hayat Aljaibeji,Nabil Sulaiman,Joao Fadista,Albert Salehi.  (2019-08-03)  GNAS gene is an important regulator of insulin secretory capacity in pancreatic β-cells..  Gene,  715  (144028-144028).  [PMID:31374326]

Solution Calculators

Privacy Policy Website Terms of Use Return policy Terms and Conditions of Sale Cookie Policy Sales Policy
Products are chemical reagents for research use only and are not intended for human use. We do not sell to patients.
Copyright © 2023-present Aladdin Scientific Corp . All rights reserved.