Candida cylindracea Lipase-Catalyzed Synthesis of Retinyl and Oleyl Palmitates; Carbon Chain Length Dependence of Esterase Activity

1992 ◽  
Vol 45 (4) ◽  
pp. 641 ◽  
Author(s):  
J Oconnor ◽  
SF Petricevic ◽  
RA Stanley

The ester activity of lipase from Candida cylindracea has been investigated in paraffin/water biphasic mixtures and in an aqueous ethanol solution. In the biphasic mixture with paraffin as an inert solvent, the equilibrium was found to be at approximately 75% esterification of palmitic acid and oleyl alcohol. Analysis was by a titrimetric assay. In a monophasic solvent of aqueous ethanol, more than 50% of retinol was converted into retinyl palmitate in 1 h. Analysis was by spectrofluorophotometry. Thus the Candida lipase can synthesize esters in the presence of a bulk water phase. The formation of the esters over the hydrolysis products is thought to be due to the partitioning of the hydrophobic reactants between the surface and interior of the organic phase. The esterase activity of the lipase has been determined against a range of 4 nitrophenyl alkanoates (carbon chain length 2-18) at pH 7 and 37�C in Tris buffer. Maximum activity occurred with the butanoate ester. The Michaelis-Menten parameters were determined for this substrate in the presence and absence of butan-1-ol which inhibited the reaction. The range of these data illustrates the potential for using this enzyme for biocatalytic purposes.

1986 ◽  
Vol 236 (2) ◽  
pp. 401-408 ◽  
Author(s):  
T J Bateman ◽  
K S Dodgson ◽  
G F White

The P1 primary alkylsulphatase of Pseudomonas C12B was purified 1500-fold to homogeneity by a combination of streptomycin sulphate precipitation of nucleic acids, (NH4)2SO4 fractionation and chromatography on columns of DEAE-cellulose, Sephacryl S-300 and butyl-agarose. The protein was tetrameric with an Mr of 181000-193000, and exhibited maximum activity at pH 6.1. Primary alkyl sulphates of carbon-chain length C1-C5 or above C14 were not substrates, but the intermediate homologues were shown to be substrates, either by direct assay (C6-C9 and C12) or by gel zymography (C10, C11, C13 and C14). Increasing the chain length from C6 to C12 led to diminishing Km. Values of delta G0′ for binding substrates to enzyme were dependent linearly on chain length, indicating high dependence on hydrophobic interactions. Vmax./Km values increased with increasing chain length. Inhibition by alk-2-yl sulphates and alkane-sulphonates was competitive and showed a similar dependence on hydrophobic binding. The P1 enzyme was active towards several aryl sulphates, including o-, m- and p-chlorophenyl sulphates, 2,4-dichlorophenyl sulphate, o-, m- and p-methoxyphenyl sulphates, m- and p-hydroxyphenyl sulphates and p-nitrophenyl sulphate, but excluding bis-(p-nitrophenyl) sulphate and the O-sulphate esters of tyrosine, nitrocatechol and phenol. The arylsulphatase activity was weak compared with alkylsulphatase activity, and it was distinguishable from the de-repressible arylsulphatase activity of Pseudomonas C12B reported previously. Comparison of the P1 enzyme with the inducible P2 alkylsulphatase of this organism, and with the Crag herbicide sulphatase of Pseudomonas putida, showed that, although there are certain similarities between any two of the three enzymes, very few properties are common to all three.


2021 ◽  
pp. 117119
Author(s):  
Mansoor Ul Hassan Shah ◽  
Ambavaram Vijaya Bhaskar Reddy ◽  
Suzana Yusup ◽  
Masahiro Goto ◽  
Muhammad Moniruzzaman

2021 ◽  
Author(s):  
Liwen Zeng ◽  
Kong-qiu Hu ◽  
Zhi-wei Huang ◽  
Lei Mei ◽  
Xianghe Kong ◽  
...  

Herein, we report a new uranyl-organic polyhedron U4L4 (L=BTPCA) assembled from uranyl and a semirigid tritopic ligand. By adjusting the carbon chain length of the organic templates, two complexes can...


2014 ◽  
Vol 82 ◽  
pp. 172-180 ◽  
Author(s):  
En-Jun Gao ◽  
Hong Fu ◽  
Ming-Chang Zhu ◽  
Chi Ma ◽  
Shi-Kai Liang ◽  
...  

Pharmaceutics ◽  
2021 ◽  
Vol 13 (4) ◽  
pp. 467
Author(s):  
Shahla S. Smail ◽  
Mowafaq M. Ghareeb ◽  
Huner K. Omer ◽  
Ali A. Al-Kinani ◽  
Raid G. Alany

Nanoemulsions (NE) are isotropic, dispersions of oil, water, surfactant(s) and cosurfactant(s). A range of components (11 surfactants, nine cosurfactants, and five oils) were investigated as potential excipients for preparation of ketorolac tromethamine (KT) ocular nanoemulsion. Diol cosurfactants were investigated for the effect of their carbon chain length and dielectric constant (DEC), Log P, and HLB on saturation solubility of KT. Hen’s Egg Test—ChorioAllantoic Membrane (HET-CAM) assay was used to evaluate conjunctival irritation of selected excipients. Of the investigated surfactants, Tween 60 achieved the highest KT solubility (9.89 ± 0.17 mg/mL), followed by Cremophor RH 40 (9.00 ± 0.21 mg/mL); amongst cosurfactants of interest ethylene glycol yielded the highest KT solubility (36.84 ± 0.40 mg/mL), followed by propylene glycol (26.23 ± 0.82 mg/mL). The solubility of KT in cosurfactants was affected by four molecular descriptors: carbon chain length, DEC, log P and HLB. KT solubility was directly proportional to DEC and the HLB yet, inversely proportional to carbon chain length and log P. All surfactants, except Labrasol ALF, were non-irritant. The majority of cosurfactants were slightly irritant, butylene glycol was a moderate irritant, pentylene and hexylene glycols were strong irritants. These findings will inform experiments aimed at developing NE formulations for ocular administration of KT.


1996 ◽  
Vol 1996 ◽  
pp. 98-98
Author(s):  
B M L McLean ◽  
R W Mayes ◽  
F D DeB Hovell

Alkanes occur naturally in all plants, although forage crops tend to have higher alkane contents than cereals. N-alkanes have odd-numbered carbon chains. They are ideal for use as markers in feed trials, because, they are inert, indigestible and naturally occurring, and can be recovered in animal faeces. Synthetic alkanes (even-numbered carbon chains) are available commercially and can also used as external markers. Dove and Mayes (1991) cite evidence indicating that faecal recovery of alkanes in ruminants increases with increasing carbon-chain length. Thus the alkane “pairs” (e.g. C35 & C36, and C32 & C33) are used in calculating intake and digestibility because they are long chain and adjacent to each other. However, recent work by Cuddeford and Mayes (unpublished) has found that in horses the faecal recovery rates are similar regardless of chain lengths.


Sign in / Sign up

Export Citation Format

Share Document