Home Cart Sign in  
Chemical Structure| 150-76-5 Chemical Structure| 150-76-5
Chemical Structure| 150-76-5

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

Mequinol is a depigmentation agent.

Synonyms: 4-Methoxyphenol; p-Hydroxyanisole

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Product Citations      Show More

Anushree Mondal ; Pronay Roy ; Jaclyn Carrannatto ; Prathamesh M. Datar ; Daniel J. DiRocco ; Katherine Huntera and E. Neil G. Marsh

Abstract: The prenylated-flavin mononucleotide-dependent decarboxylases (also known as UbiD-like enzymes) are the most recently discovered family of decarboxylases. The modified flavin facilitates the decarboxylation of unsaturated carboxylic acids through a novel mechanism involving 1,3-dipolar cyclo-addition chemistry. UbiD-like enzymes have attracted considerable interest for biocatalysis applications due to their ability to catalyse (de)carboxylation reactions on a broad range of aromatic substrates at otherwise unreactive carbon centres. There are now ∼35[thin space (1/6-em)]000 protein sequences annotated as hypothetical UbiD-like enzymes. Sequence similarity network analyses of the UbiD protein family suggests that there are likely dozens of distinct decarboxylase enzymes represented within this family. Furthermore, many of the enzymes so far characterized can decarboxylate a broad range of substrates. Here we describe a strategy to identify potential substrates of UbiD-like enzymes based on detecting enzyme-catalysed solvent deuterium exchange into potential substrates. Using ferulic acid decarboxylase (FDC) as a model system, we tested a diverse range of aromatic and heterocyclic molecules for their ability to undergo enzyme-catalysed H/D exchange in deuterated buffer. We found that FDC catalyses H/D exchange, albeit at generally very low levels, into a wide range of small, aromatic molecules that have little resemblance to its physiological substrate. In contrast, the sub-set of aromatic carboxylic acids that are substrates for FDC-catalysed decarboxylation is much smaller. We discuss the implications of these findings for screening uncharacterized UbiD-like enzymes for novel (de)carboxylase activity.

Berg, Kaja ; Hegde, Pooja ; Pujari, Venugopal ; Brinkmann, Marzena ; Wilkins, David Z. ; Parish, Tanya , et al.

Abstract: The electron transport chain (ETC) in the cell membrane consists of a series of redox complexes that transfer electrons from electron donors to acceptors and couples this electron transfer with the transfer of protons (H+) across a membrane. This process generates proton motive force which is used to produce ATP and a myriad of other functions and is essential for the long-term survival of Mycobacterium tuberculosis (Mtb), the causative organism of tuberculosis (TB), under the hypoxic conditions present within infected granulomas. Menaquinone (MK), an important carrier molecule within the mycobacterial ETC, is synthesized de novo by a cluster of enzymes known as the classic/canonical MK biosynthetic pathway. MenA (1,4-dihydroxy-2-naphthoate prenyltransferase), the antepenultimate enzyme in this pathway, is a verified target for TB therapy. In this study, we explored structure-activity relationships of a previously discovered MenA inhibitor scaffold, seeking to improve potency and drug disposition properties. Focusing our campaign upon three molecular regions, we identified two novel inhibitors with potent activity against MenA and Mtb (IC50 = 13-22 μM, GIC50 = 8-10 μM). These analogs also displayed substantially improved pharmacokinetic parameters and potent synergy with other ETC-targeting agents, achieving nearly complete sterilization of Mtb in combination therapy within two weeks in vivo. These new inhibitors of MK biosynthesis present a promising new strategy to curb the continued spread of TB.

Keywords: 1,4-dihydroxy-2-naphthoate prenyltransferase ; MenA ; MenA inhibitors ; Menaquinone ; Mtb ; Mycobacterium tuberculosis ; Piperidine derivatives ; SAR

Alternative Products

Product Details of Mequinol

CAS No. :150-76-5
Formula : C7H8O2
M.W : 124.13
SMILES Code : COC1=CC=C(O)C=C1
Synonyms :
4-Methoxyphenol; p-Hydroxyanisole
MDL No. :MFCD00002332
InChI Key :NWVVVBRKAWDGAB-UHFFFAOYSA-N
Pubchem ID :9015

Safety of Mequinol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H317-H402
Precautionary Statements:P501-P261-P273-P272-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P333+P313-P301+P312+P330

Application In Synthesis of Mequinol

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 150-76-5 ]
  • Downstream synthetic route of [ 150-76-5 ]

[ 150-76-5 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 150-76-5 ]
  • [ 637-44-5 ]
  • [ 40547-03-3 ]
  • [ 26964-24-9 ]
YieldReaction ConditionsOperation in experiment
48% With trifluoroacetic acid In chlorobenzene at 100℃; Inert atmosphere General procedure: A mixture of Phenol derivatives (1) (1.0 mmol), trifluoromethanesulfonic acid (1.0 mmol) and propiolic acid (2a) (0.5 mmol) in PhCl (3.0 mL) was stirred at 100 °C for 1 h. After completion of reaction as indicated by TLC, the reaction mixture was poured into H2O, neutralized with NaHCO3 solution and extracted CH2Cl2. The organic layer was washed with 2M NaOH, dried over anhydrous MgSO4. The solvent was removed in vaccum, and the products were purified by silica gel columnchromatography (EtOAc-Hex) to give the desired product 3.
48% With trifluorormethanesulfonic acid In chlorobenzene at 100℃; for 3 h; The title compound was synthesized in the same manner as in Example 1, except that 4-methoxyphenol was used instead of phenol, 3-phenylpropiolic acid was used instead of propiolic acid, and the reaction time was 3 hours
References: [1] Tetrahedron Letters, 2016, vol. 57, # 32, p. 3600 - 3603.
[2] Patent: KR101656876, 2016, B1, . Location in patent: Paragraph 0160; 0161.
  • 2
  • [ 150-76-5 ]
  • [ 26964-24-9 ]
References: [1] Journal of Organic Chemistry, 1986, vol. 51, # 23, p. 4432 - 4436.
[2] European Journal of Organic Chemistry, 2013, # 11, p. 2080 - 2083.
  • 3
  • [ 63888-21-1 ]
  • [ 150-76-5 ]
  • [ 26964-24-9 ]
References: [1] RSC Advances, 2014, vol. 4, # 109, p. 63632 - 63641.
 

Historical Records

Technical Information

Categories