Lysine N-acetylglutamate

Orders received during 11/25~11/29 will be shipped in 11/30/2020 due to Thanksgiving holiday.

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 530757

CAS#: 32608-94-9

Description: Lysine N-acetylglutamate is a bioactive chemical.


Price and Availability

Size Price Shipping out time Quantity
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Pricing updated 2020-11-29. Prices are subject to change without notice.

Lysine N-acetylglutamate is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 530757
Name: Lysine N-acetylglutamate
CAS#: 32608-94-9
Chemical Formula: C13H23N3O6
Exact Mass: 317.1587
Molecular Weight: 317.342
Elemental Analysis: C, 49.20; H, 7.31; N, 13.24; O, 30.25


Synonym: Lysine N-acetylglutamate

IUPAC/Chemical Name: Lysine, N2-(N-acetyl-L-alpha-glutamyl)-, L-

InChi Key: LJAYCQIJHAMKDX-UWVGGRQHSA-N

InChi Code: InChI=1S/C13H23N3O6/c1-8(17)15-9(5-6-11(18)19)12(20)16-10(13(21)22)4-2-3-7-14/h9-10H,2-7,14H2,1H3,(H,15,17)(H,16,20)(H,18,19)(H,21,22)/t9-,10-/m0/s1

SMILES Code: NCCCC[C@@H](C(O)=O)NC([C@H](CCC(O)=O)NC(C)=O)=O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>3 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001


References

1: Green SR, Storey KB. Purification of carbamoyl phosphate synthetase 1 (CPS1) from wood frog (Rana sylvatica) liver and its regulation in response to ice-nucleation and subsequent whole-body freezing. Mol Cell Biochem. 2018 Nov 12. doi: 10.1007/s11010-018-3468-8. [Epub ahead of print] PubMed PMID: 30421312.

2: Dong X, Zhou Z, Wang L, Saremi B, Helmbrecht A, Wang Z, Loor JJ. Increasing the availability of threonine, isoleucine, valine, and leucine relative to lysine while maintaining an ideal ratio of lysine:methionine alters mammary cellular metabolites, mammalian target of rapamycin signaling, and gene transcription. J Dairy Sci. 2018 Jun;101(6):5502-5514. doi: 10.3168/jds.2017-13707. Epub 2018 Mar 15. PubMed PMID: 29550128.

3: Liu G, Xiao L, Cao W, Fang T, Jia G, Chen X, Zhao H, Wu C, Wang J. Changes in the metabolome of rats after exposure to arginine and N-carbamylglutamate in combination with diquat, a compound that causes oxidative stress, assessed by 1H NMR spectroscopy. Food Funct. 2016 Feb;7(2):964-74. doi: 10.1039/c5fo01486g. PubMed PMID: 26732548.

4: Ip YK, Loong AM, Chng YR, Hiong KC, Chew SF. Hepatic carbamoyl phosphate synthetase (CPS) I and urea contents in the hylid tree frog, Litoria caerulea: transition from CPS III to CPS I. J Comp Physiol B. 2012 Dec;182(8):1081-94. doi: 10.1007/s00360-012-0682-7. Epub 2012 Jun 27. PubMed PMID: 22736308.

5: Senkevitch E, Cabrera-Luque J, Morizono H, Caldovic L, Tuchman M. A novel biochemically salvageable animal model of hyperammonemia devoid of N-acetylglutamate synthase. Mol Genet Metab. 2012 Jun;106(2):160-8. doi: 10.1016/j.ymgme.2012.03.004. Epub 2012 Mar 17. PubMed PMID: 22503289; PubMed Central PMCID: PMC3356441.

6: Tujioka K, Tuchiya T, Shi X, Ohsumi M, Hayase K, Yokogoshi H. Changes in N-acetylglutamate are involved in regulating urea synthesis in rats given a low gluten diet supplemented with L-lysine, L-methinone and L-threonine. J Nutr Sci Vitaminol (Tokyo). 2009;55(5):417-22. PubMed PMID: 19926928.

7: Rajaram V, Ratna Prasuna P, Savithri HS, Murthy MR. Structure of biosynthetic N-acetylornithine aminotransferase from Salmonella typhimurium: studies on substrate specificity and inhibitor binding. Proteins. 2008 Feb 1;70(2):429-41. PubMed PMID: 17680699.

8: Xu Y, Labedan B, Glansdorff N. Surprising arginine biosynthesis: a reappraisal of the enzymology and evolution of the pathway in microorganisms. Microbiol Mol Biol Rev. 2007 Mar;71(1):36-47. Review. PubMed PMID: 17347518; PubMed Central PMCID: PMC1847373.

9: Chew SF, Ong TF, Ho L, Tam WL, Loong AM, Hiong KC, Wong WP, Ip YK. Urea synthesis in the African lungfish Protopterus dolloi--hepatic carbamoyl phosphate synthetase III and glutamine synthetase are upregulated by 6 days of aerial exposure. J Exp Biol. 2003 Oct;206(Pt 20):3615-24. PubMed PMID: 12966053.

10: Tujioka K, Lyou S, Hirano E, Sano A, Hayase K, Yoshida A, Yokogoshi H. Role of N-acetylglutamate concentration and ornithine transport into mitochondria in urea synthesis of rats given proteins of different quality. J Agric Food Chem. 2002 Dec 4;50(25):7467-71. PubMed PMID: 12452677.

11: Sugahara K, Zhang J, Kodama H. Liquid chromatographic-mass spectrometric analysis of N-acetylamino acids in human urine. J Chromatogr B Biomed Appl. 1994 Jul 1;657(1):15-21. PubMed PMID: 7952062.

12: Kawamoto S, Sonoda T, Ohtake A, Tatibana M. Stimulatory effect of arginine on acetylglutamate synthesis in isolated mitochondria of mouse and rat liver. Biochem J. 1985 Dec 1;232(2):329-34. PubMed PMID: 2868709; PubMed Central PMCID: PMC1152883.

13: Freedland RA, Crozier GL, Hicks BL, Meijer AJ. Arginine uptake by isolated rat liver mitochondria. Biochim Biophys Acta. 1984 Dec 20;802(3):407-12. PubMed PMID: 6150729.

14: Kisumi M, Takagi T, Chibata I. Construction of an L-arginine-producing mutant in Serratia marcescens. Use of the wide substrate specificity of acetylornithinase. J Biochem. 1978 Oct;84(4):881-90. PubMed PMID: 361732.