Alanylphosphatidylglycerol

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MedKoo CAT#: 596755

CAS#: 65848-04-6

Description: Alanylphosphatidylglycerol is an enzyme that belongs to the family of transferases, specifically the aminoacyltransferases. The systematic name of this enzyme class is L-alanyl-tRNA:phosphatidylglycerol alanyltransferase. Other names in common use include O-alanylphosphatidylglycerol synthase, and alanyl phosphatidylglycerol synthetase.

Chemical Structure

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Alanylphosphatidylglycerol
CAS# 65848-04-6
Instruction

Theoretical Analysis

MedKoo Cat#: 596755
Name: Alanylphosphatidylglycerol
CAS#: 65848-04-6
Chemical Formula: C33H64NO11P
Exact Mass: 681.42
Molecular Weight: 681.840
Elemental Analysis: C, 58.13; H, 9.46; N, 2.05; O, 25.81; P, 4.54

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Alanylphosphatidylglycerol;

IUPAC/Chemical Name: (R)-3-(((S)-((R)-3-((L-alanyl)oxy)-2-hydroxypropoxy)(hydroxy)phosphoryl)oxy)propane-1,2-diyl didodecanoate

InChi Key: ZXAVHCQVHRXXOF-FRXPANAUSA-N

InChi Code: InChI=1S/C33H64NO11P/c1-4-6-8-10-12-14-16-18-20-22-31(36)41-26-30(45-32(37)23-21-19-17-15-13-11-9-7-5-2)27-44-46(39,40)43-25-29(35)24-42-33(38)28(3)34/h28-30,35H,4-27,34H2,1-3H3,(H,39,40)/t28-,29+,30+/m0/s1

SMILES Code: C[C@H](N)C(OC[C@@H](O)CO[P@@](OC[C@H](OC(CCCCCCCCCCC)=O)COC(CCCCCCCCCCC)=O)(O)=O)=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: >2 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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 681.84 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Slavetinsky C, Kuhn S, Peschel A. Bacterial aminoacyl phospholipids - Biosynthesis and role in basic cellular processes and pathogenicity. Biochim Biophys Acta. 2017 Nov;1862(11):1310-1318. doi: 10.1016/j.bbalip.2016.11.013. Epub 2016 Dec 8. Review. PubMed PMID: 27940309.

2: Smith AM, Harrison JS, Grube CD, Sheppe AE, Sahara N, Ishii R, Nureki O, Roy H. tRNA-dependent alanylation of diacylglycerol and phosphatidylglycerol in Corynebacterium glutamicum. Mol Microbiol. 2015 Nov;98(4):681-93. doi: 10.1111/mmi.13150. Epub 2015 Sep 10. PubMed PMID: 26235234; PubMed Central PMCID: PMC4639916.

3: Slavetinsky CJ, Peschel A, Ernst CM. Alanyl-phosphatidylglycerol and lysyl-phosphatidylglycerol are translocated by the same MprF flippases and have similar capacities to protect against the antibiotic daptomycin in Staphylococcus aureus. Antimicrob Agents Chemother. 2012 Jul;56(7):3492-7. doi: 10.1128/AAC.00370-12. Epub 2012 Apr 9. PubMed PMID: 22491694; PubMed Central PMCID: PMC3393434.

4: Klein S, Lorenzo C, Hoffmann S, Walther JM, Storbeck S, Piekarski T, Tindall BJ, Wray V, Nimtz M, Moser J. Adaptation of Pseudomonas aeruginosa to various conditions includes tRNA-dependent formation of alanyl-phosphatidylglycerol. Mol Microbiol. 2009 Feb;71(3):551-65. doi: 10.1111/j.1365-2958.2008.06562.x. Epub 2008 Dec 14. PubMed PMID: 19087229.

5: Roy H, Dare K, Ibba M. Adaptation of the bacterial membrane to changing environments using aminoacylated phospholipids. Mol Microbiol. 2009 Feb;71(3):547-50. doi: 10.1111/j.1365-2958.2008.06563.x. Epub 2008 Dec 1. PubMed PMID: 19054327; PubMed Central PMCID: PMC2774118.

6: Fischer W, Arneth-Seifert D. D-Alanylcardiolipin, a major component of the unique lipid pattern of Vagococcus fluvialis. J Bacteriol. 1998 Jun;180(11):2950-7. PubMed PMID: 9603887; PubMed Central PMCID: PMC107264.

7: Sacré MM, El Mashak EM, Tocanne JF. A monolayer (pi,deltaV) study of the ionic properties of alanylphosphatidylglycerol: effects of pH and ions. Chem Phys Lipids. 1977 Dec;20(4):305-18. PubMed PMID: 23218.

8: dos Santos Mota JM, den Kamp JA, Verheij HM, van Deenen LL. Phospholipids of Streptococcus faecalis. J Bacteriol. 1970 Nov;104(2):611-9. PubMed PMID: 4321329; PubMed Central PMCID: PMC285035.