Palmitoyl-L-aspartic acid
featured

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

MedKoo CAT#: 597659

CAS#: 1782-17-8

Description: Palmitoyl-L-aspartic acid is a natural N-acylaspartate that inhibits Hedgehog signaling after stimulation with Smoothened agonist or non-sterol-modified Sonic Hedgehog. It does not alter the activity of cannabinoid receptors or fatty acid amide hydrolase.


Chemical Structure

img
Palmitoyl-L-aspartic acid
CAS# 1782-17-8

Theoretical Analysis

MedKoo Cat#: 597659
Name: Palmitoyl-L-aspartic acid
CAS#: 1782-17-8
Chemical Formula: C20H37NO5
Exact Mass: 371.27
Molecular Weight: 371.518
Elemental Analysis: C, 64.66; H, 10.04; N, 3.77; O, 21.53

Price and Availability

Size Price Availability Quantity
5mg USD 300
10mg USD 530
25mg USD 975
Bulk inquiry

Synonym: L-Aspartic acid, N-(1-oxohexadecyl)-; L-N-Palmitoylaspartic acid; Palmitoyl-L-aspartic acid;

IUPAC/Chemical Name: palmitoyl-L-aspartic acid

InChi Key: ZYJZBFYRVKLOAA-KRWDZBQOSA-N

InChi Code: InChI=1S/C20H37NO5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(22)21-17(20(25)26)16-19(23)24/h17H,2-16H2,1H3,(H,21,22)(H,23,24)(H,25,26)/t17-/m0/s1

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

Product Data:
Biological target: Palmitoyl-L-aspartic acid is a natural N-acylaspartate that inhibits Hedgehog signaling after stimulation with Smoothened agonist or non-sterol-modified Sonic Hedgehog.
In vitro activity: TBD
In vivo activity: TBD

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 20.0 53.83
DMSO 15.0 40.37
Ethanol 25.0 67.29
Methyl Acetate 10.0 26.92
PBS (pH 7.2) 2.0 5.38

Preparing Stock Solutions

The following data is based on the product molecular weight 371.52 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: TBD
In vitro protocol: TBD
In vivo protocol: TBD

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Ballatore C, Huryn DM, Smith AB 3rd. Carboxylic acid (bio)isosteres in drug design. ChemMedChem. 2013 Mar;8(3):385-95. doi: 10.1002/cmdc.201200585. Epub 2013 Jan 29. Review. PubMed PMID: 23361977; PubMed Central PMCID: PMC3640829.

2: Zhang H, Liu X, Lu M, Hu X, Lu L, Tian X, Ji J. Role of Brønsted acid in selective production of furfural in biomass pyrolysis. Bioresour Technol. 2014 Oct;169:800-803. doi: 10.1016/j.biortech.2014.07.053. Epub 2014 Jul 21. PubMed PMID: 25106779.

3: Zhao JM, Park WU, Hwang KH, Lee JK, Yoon SY. Biomimetic Deposition of Hydroxyapatite by Mixed Acid Treatment of Titanium Surfaces. J Nanosci Nanotechnol. 2015 Mar;15(3):2552-5. PubMed PMID: 26413704.

4: Dahlberg CJ, Harris G, Urban J, Tripp ML, Bland JS, Carroll BJ. Isolation of bitter acids from hops (Humulus lupulus L.) using countercurrent chromatography. J Sep Sci. 2012 May;35(9):1183-9. doi: 10.1002/jssc.201101109. PubMed PMID: 22689494.

5: Paúrová M, Havlíčková J, Pospíšilová A, Vetrík M, Císařová I, Stephan H, Pietzsch HJ, Hrubý M, Hermann P, Kotek J. Bifunctional cyclam-based ligands with phosphorus acid pendant moieties for radiocopper separation: thermodynamic and kinetic studies. Chemistry. 2015 Mar 16;21(12):4671-87. doi: 10.1002/chem.201405777. Epub 2015 Feb 3. PubMed PMID: 25649310.

6: Zatta L, Ramos LP, Wypych F. Acid activated montmorillonite as catalysts in methyl esterification reactions of lauric acid. J Oleo Sci. 2012;61(9):497-504. PubMed PMID: 22975784.

7: Bae YM, Lee SY. Combined effects of organic acids and salt depending on type of acids and pathogens in laboratory media and acidified pickle. J Appl Microbiol. 2015 Aug;119(2):455-64. doi: 10.1111/jam.12845. Epub 2015 Jun 16. PubMed PMID: 25973744.

8: Kawai T, Takemoto M, Fujibayashi S, Neo M, Akiyama H, Yamaguchi S, Pattanayak DK, Matsushita T, Nakamura T, Kokubo T. Bone-bonding properties of Ti metal subjected to acid and heat treatments. J Mater Sci Mater Med. 2012 Dec;23(12):2981-92. doi: 10.1007/s10856-012-4758-4. Epub 2012 Sep 5. PubMed PMID: 22948713.

9: Fukuda Y, Kataoka Y, Sano Y, Takizawa K, Watanabe T, Teshima R. [Development and Applicability of Analytical Methods for Quantifying Cyanide and Bromic Acid in Mineral Waters]. Shokuhin Eiseigaku Zasshi. 2015;56(6):256-62. doi: 10.3358/shokueishi.56.256. Japanese. PubMed PMID: 26699274.

10: Piest M, Engbersen JF. Role of boronic acid moieties in poly(amido amine)s for gene delivery. J Control Release. 2011 Oct 30;155(2):331-40. doi: 10.1016/j.jconrel.2011.07.011. Epub 2011 Jul 18. PubMed PMID: 21782864.

11: Kim S, Hong JH. Synthesis and Anti-HIV Activity of Novel 2'-Deoxy-2'-β-Fluoro-Threosyl Nucleoside Phosphonic Acid Analogues. Nucleosides Nucleotides Nucleic Acids. 2015;34(12):815-33. doi: 10.1080/15257770.2015.1076840. Epub 2015 Sep 25. PubMed PMID: 26407633.

12: Achilli C, Jadhav SA, Guidetti GF, Ciana A, Abbonante V, Malara A, Fagnoni M, Torti M, Balduini A, Balduini C, Minetti G. Folic acid-conjugated 4-amino-phenylboronate, a boron-containing compound designed for boron neutron capture therapy, is an unexpected agonist for human neutrophils and platelets. Chem Biol Drug Des. 2014 May;83(5):532-40. doi: 10.1111/cbdd.12264. Epub 2014 Mar 18. PubMed PMID: 24666508.

13: Cheng Y, Dai C, Peng H, Zheng S, Jin S, Wang B. Design, synthesis, and polymerase-catalyzed incorporation of click-modified boronic acid-TTP analogues. Chem Asian J. 2011 Oct 4;6(10):2747-52. doi: 10.1002/asia.201100229. Epub 2011 Sep 2. PubMed PMID: 21887745.

14: Li S. [Determination a variety of acidic gas in air of workplace by Ion Chromatography]. Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi. 2014 Oct;32(10):774-6. Chinese. PubMed PMID: 25533373.

15: Diltemiz SE, Ersöz A, Hür D, Keçili R, Say R. 4-Aminophenyl boronic acid modified gold platforms for influenza diagnosis. Mater Sci Eng C Mater Biol Appl. 2013 Mar 1;33(2):824-30. doi: 10.1016/j.msec.2012.11.007. Epub 2012 Nov 13. PubMed PMID: 25427493.

16: Takeuchi M, Miyazaki Y, Tsunoda H, Tanaka H. Atmospheric acid gases in Tokushima, Japan, monitored with parallel plate wet denuder coupled ion chromatograph. Anal Sci. 2013;29(1):165-8. PubMed PMID: 23303105.

17: Rabbani KA, Charles W, Kayaalp A, Cord-Ruwisch R, Ho G. Biofilter for generation of concentrated sulphuric acid from H2S. Environ Sci Pollut Res Int. 2016 Aug;23(16):16781-9. doi: 10.1007/s11356-016-6858-z. Epub 2016 May 18. PubMed PMID: 27189453.

18: Jakab Z, Fekete A, Csávás M, Borbás A, Lipták A, Antus S. Synthesis of a sulfonic acid mimetic of the sulfated Lewis A pentasaccharide. Carbohydr Res. 2012 Mar 1;350:90-3. doi: 10.1016/j.carres.2011.12.015. Epub 2011 Dec 26. PubMed PMID: 22300760.

19: Cheon CH, Yamamoto H. Super Brønsted acid catalysis. Chem Commun (Camb). 2011 Mar 21;47(11):3043-56. doi: 10.1039/c0cc04867d. Epub 2011 Jan 18. PubMed PMID: 21246123.

20: Herczeg M, Lázár L, Bereczky Z, Kövér KE, Timári I, Kappelmayer J, Lipták A, Antus S, Borbás A. Synthesis and anticoagulant activity of bioisosteric sulfonic-Acid analogues of the antithrombin-binding pentasaccharide domain of heparin. Chemistry. 2012 Aug 20;18(34):10643-52. doi: 10.1002/chem.201201041. Epub 2012 Jul 10. PubMed PMID: 22782535.