MedKoo Cat#: 597147 | Name: Myristoyl glutamic acid

Description:

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

Myristoyl glutamic acid is an amino acid.

Chemical Structure

Myristoyl glutamic acid
Myristoyl glutamic acid
CAS#53576-52-6

Theoretical Analysis

MedKoo Cat#: 597147

Name: Myristoyl glutamic acid

CAS#: 53576-52-6

Chemical Formula: C19H35NO5

Exact Mass: 357.2515

Molecular Weight: 357.49

Elemental Analysis: C, 63.84; H, 9.87; N, 3.92; O, 22.38

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Myristoyl glutamic acid; N-Myristoyl-L-glutamic acid; Glutamic acid, N-myristoyl-, l-; N-Tetradecanoyl-L-glutamic acid;
IUPAC/Chemical Name
tetradecanoyl-L-glutamic acid
InChi Key
MTJZWYHTZFVEGI-INIZCTEOSA-N
InChi Code
InChI=1S/C19H35NO5/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(21)20-16(19(24)25)14-15-18(22)23/h16H,2-15H2,1H3,(H,20,21)(H,22,23)(H,24,25)/t16-/m0/s1
SMILES Code
O=C(O)CC[C@@H](C(O)=O)NC(CCCCCCCCCCCCC)=O
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 357.49 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Agarwal HK, Chhikara BS, Quiterio M, Doncel GF, Parang K. Synthesis and anti-HIV activities of glutamate and peptide conjugates of nucleoside reverse transcriptase inhibitors. J Med Chem. 2012 Mar 22;55(6):2672-87. doi: 10.1021/jm201551m. Epub 2012 Mar 6. PubMed PMID: 22352809. 2: Reznik GO, Vishwanath P, Pynn MA, Sitnik JM, Todd JJ, Wu J, Jiang Y, Keenan BG, Castle AB, Haskell RF, Smith TF, Somasundaran P, Jarrell KA. Use of sustainable chemistry to produce an acyl amino acid surfactant. Appl Microbiol Biotechnol. 2010 May;86(5):1387-97. doi: 10.1007/s00253-009-2431-8. Epub 2010 Jan 23. PubMed PMID: 20094712. 3: Gao C, Sakamoto Y, Terasaki O, Che S. Formation of diverse mesophases templated by a diprotic anionic surfactant. Chemistry. 2008;14(36):11423-8. doi: 10.1002/chem.200800766. PubMed PMID: 19016553. 4: Ramsden JJ. MARCKS: a case of molecular exaptation? Int J Biochem Cell Biol. 2000 May;32(5):475-9. Review. PubMed PMID: 10736562. 5: Raju RV, Kakkar R, Datla RS, Radhi J, Sharma RK. Myristoyl-coA:protein N-myristoyltransferase from bovine cardiac muscle: molecular cloning, kinetic analysis, and in vitro proteolytic cleavage by m-calpain. Exp Cell Res. 1998 May 25;241(1):23-35. PubMed PMID: 9633510. 6: Weston SA, Camble R, Colls J, Rosenbrock G, Taylor I, Egerton M, Tucker AD, Tunnicliffe A, Mistry A, Mancia F, de la Fortelle E, Irwin J, Bricogne G, Pauptit RA. Crystal structure of the anti-fungal target N-myristoyl transferase. Nat Struct Biol. 1998 Mar;5(3):213-21. PubMed PMID: 9501915. 7: Hanakam F, Gerisch G, Lotz S, Alt T, Seelig A. Binding of hisactophilin I and II to lipid membranes is controlled by a pH-dependent myristoyl-histidine switch. Biochemistry. 1996 Aug 27;35(34):11036-44. PubMed PMID: 8780505. 8: Ladant D. Calcium and membrane binding properties of bovine neurocalcin delta expressed in Escherichia coli. J Biol Chem. 1995 Feb 17;270(7):3179-85. PubMed PMID: 7852401. 9: Kamps MP, Buss JE, Sefton BM. Mutation of NH2-terminal glycine of p60src prevents both myristoylation and morphological transformation. Proc Natl Acad Sci U S A. 1985 Jul;82(14):4625-8. PubMed PMID: 2991884; PubMed Central PMCID: PMC390438. 10: Fukuda H, Iwade S, Kimura A. A new enzyme: long acyl aminoacylase from Pseudomonas diminuta. J Biochem. 1982 May;91(5):1731-8. PubMed PMID: 7096313.