Patents Assigned to Loders Croklaan B.V.
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Patent number: 8361531Abstract: A composition comprising triglycerides may be used as a coating fat. The triglyceride content of the composition comprises: SSS in an amount of from 10 to 20%; SUS in an amount of from 25 to 65%; SSU in an amount of from 20 to 50%; SU2 in an amount of less than 15%; and S2U in an amount of greater than 70%; wherein: the weight ratio of SUS:SSU is from 0.5:1 to 3.0:1; S is a saturated fatty acid residue having from 12 to 24 carbon atoms; U is an unsaturated fatty acid residue having from 12 to 24 carbon atoms; and all percentages are by weight based on the total triglycerides present in the composition.Type: GrantFiled: July 9, 2008Date of Patent: January 29, 2013Assignee: Loders Croklaan B.V.Inventors: Imro 't Zand, Hendrikus Slager
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Patent number: 8357421Abstract: A composition comprising triglycerides may be used as a coating fat. The triglyceride content of the composition comprises: SSS in an amount of from 10 to 20%; SUS in an amount of from 45 to 65%; SSU in an amount of from 10 to 18%; SU2 in an amount of less than 15%; and S2U in an amount of greater than 70%; wherein: the weight ratio of SUS:SSU is from 3:1 to 6:1; S is a saturated fatty acid residue having from 12 to 24 carbon atoms; U is an unsaturated fatty acid residue having from 12 to 24 carbon atoms; and all percentages are by weight based on the total triglycerides present in the composition.Type: GrantFiled: July 9, 2008Date of Patent: January 22, 2013Assignee: Loders Croklaan B.V.Inventors: Imro 't Zand, Hendrikus Slager
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Patent number: 8202712Abstract: A process for producing triglycerides which comprises: (a) subjecting a first triglyceride comprising at least 40% by moles of oleic acid residues, based on total acyl groups in the triglyceride, to an alcoholysis reaction with an alcohol having from 1 to 6 carbon atoms to obtain a composition comprising 2-oleoyl monoglyceride and at least one acyl ester of said alcohol; (b) reacting the 2-oleoyl monoglyceride with an acylating agent comprising at least one C12 to C24 saturated fatty acid, at least one ester of said fatty acid or a mixture thereof, to obtain a 1,3-saturated fatty acid acyl 2-oleoyl glyceride; and (c) separating at least a part of the at least one acyl ester after or during step (a) or step (b); (d) reacting the acyl ester with a second glyceride to form 1,3-dioleoyl 2-palmitoyl glyceride.Type: GrantFiled: September 8, 2006Date of Patent: June 19, 2012Assignee: Loders Croklaan B.V.Inventors: John Bernard Harris, Ulrike Schmid, Frederick William Cain
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Patent number: 8183021Abstract: A process for producing triglycerides comprises: (a) subjecting a first triglyceride comprising at least 40% by moles of oleic acid residues, based on total acyl groups in the triglyceride, to a reaction with stearic acid, at least one ester of stearic acid or a mixture thereof, to obtain a composition comprising 1,3-distearoyl 2-oleoyl glyceride and trioleoyl glyceride; (b) treating the composition to form a first fraction having an increased amount by weight of oleoyl groups compared to said composition and a second fraction having an increased amount by weight of stearoyl groups compared to said composition; (c) hydrolysing the first fraction to form oleic acid; and (d) reacting said oleic acid or an ester thereof with a triglyceride comprising at least 50% by moles of palmitic acid residues, based on total acyl groups, to form a composition comprising 1,3-dioleoyl 2-palmitoyl glyceride.Type: GrantFiled: September 8, 2006Date of Patent: May 22, 2012Assignee: Loders Croklaan B.V.Inventors: Frederick William Cain, Ulrike Schmid
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Patent number: 8153407Abstract: A process for the production of a composition comprising 1,3-dioleyl-2-palmitoyl glyceride (OPO) comprises subjecting a palm oil stearin, with an iodine value (IV) between about 2 and about 12 to enzymic transesterification, with oleic acid or a non-glyceride ester thereof.Type: GrantFiled: September 8, 2006Date of Patent: April 10, 2012Assignee: Loders Croklaan B.V.Inventors: Erik Johannes Anton Schweitzer, Frederick William Cain, Ulrike Schmid
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Publication number: 20100104694Abstract: A process for the production of a composition comprising 1,3-dioleoyl-2-palmitoyl glyceride (OPO) comprises: providing one or more palm oil stearin fractions comprising tripalmitoyl glyceride and having an iodine value between about 18 and about 40; interesterifying the one or more palm oil stearin fractions to form a randomly interesterified palm oil stearin; subjecting the randomly interesterified palm oil stearin to enzymic transesterification with oleic acid or a non-glyceride ester thereof using an enzyme having selectivity for the 1- and 3-positions of a glyceride; and separating palmitic acid or palmitic non-glyceride esters from the product obtained in (iii) to form a composition comprising OPO glyceride.Type: ApplicationFiled: February 27, 2008Publication date: April 29, 2010Applicant: LODERS CROKLAAN B.V.Inventors: Erik Schweitzer, Sietze Bouwer, Krishnadath Bhaggan
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Publication number: 20080138493Abstract: Compositions comprising: (i) from 25% to 90% by weight of an edible oil; (ii) one or more sugar alcohols; and (iii) one or more reducing sugars; wherein the oil comprises at least 20% by weight of one or more carboxylic acids containing at least 18 carbon atoms and at least 2 carbon-carbon double bonds, or an ester thereof, and the weight ratio of (ii) to (iii) is from 2:1 to 1:40, exhibit good stability and other advantages and can be used in food products.Type: ApplicationFiled: July 12, 2005Publication date: June 12, 2008Applicants: FRIESLAND BRANDS B.V., LODERS CROKLAAN B.V.Inventors: Paul Bastiaan van Seeventer, Sietze Theodorus Bouwer, Patrick van der Waal
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Publication number: 20070148266Abstract: A composition which is obtainable as an extract from pine needles, having therapeutic activity and comprising isocupressic acid compounds in an amount of less than 0.01 wt % and further comprising one or more organic acids, can be used in foodstuffs, pharmaceutical compositions and food supplements.Type: ApplicationFiled: October 29, 2004Publication date: June 28, 2007Applicant: LODERS CROKLAAN B.V.Inventors: Youchun Yan, Frederick Cain, Ulrike Schmid, Wiro Stam, Jeanet Gerritsen
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Publication number: 20060172023Abstract: Method of managing weight by administering a composition including pinolenic acid or derivative such as a glyceride thereof. The composition may be pine nut oil or a derivative thereof and may be used as a food supplement or food product such as margarine or as a pharmaceutical composition, e.g. in tablet form. The composition may also include other components such as linoleic acid or other fatty acid or derivative thereof.Type: ApplicationFiled: January 30, 2006Publication date: August 3, 2006Applicant: LODERS CROKLAAN B.V.Inventors: Jos Heimerikx, Ulrike Schmid, Alexandra Einerhand, Wiro Stam, Luisa Gambelli
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Patent number: 7001621Abstract: Blends comprising a glyceride and ursolic acid and oleanolic acid in weight ratios of 1:99 to 99:1 that contain less than 20 wt % of natural apolar components and/or low molecular weight components, normally present in natural extract for ursolic acid and oleanolic acid do not display the negative off taste of the natural extracts anymore.Type: GrantFiled: May 24, 2001Date of Patent: February 21, 2006Assignee: Loders Croklaan B.V..Inventors: Christiaan Beindorff, Frederick William Cain, John Hugh Pierce, Ulrike Schmid, Erik Schweitzer, Jeroen Nicolaas M. van Straalen
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Patent number: 6692762Abstract: Compositions comprising glycerides containing conjugated linoleic acid moieties. These glycerides are prepared by an enzymatic conversion process which is selective to provide specific isomers, advantageously the cis9, trans11 and trans10, cis12 linoleic acid isomers or vice versa. The compositions may be blended with complementary fats and may be used in foods, food supplements and pharmaceutical compositions.Type: GrantFiled: February 9, 2000Date of Patent: February 17, 2004Assignee: Loders Croklaan B.V.Inventors: Frederick William Cain, Stephen Raymond Moore, Gerald Patrick McNeill, Olga Cornelia Zwemmer
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Patent number: 6534663Abstract: Organic materials, comprising a mixture of at least two products (I) and (II), both containing isomers of conjugated long chain polyunsaturated fatty acid moieties L1 and L2 can be obtained by subjecting an organic material, selected from free fatty acids, mono-, di- or tri-glycerides, phospholipids, alkyl esters or wax-esters containing at least 5 weight % of these conjugated polyunsaturated fatty acids, to an enzymatic conversion using an enzyme that can discriminate between L1 and L2, so that the original weight ratio of L1/L2=XA in the starting material is increased to XB wherein XB≧than 1.1 XA.Type: GrantFiled: November 16, 2000Date of Patent: March 18, 2003Assignee: Loders Croklaan B.V.Inventors: Frederick William Cain, Stephen Raymond Moore, Gerald Patrick McNeill, Olga Cornelia Zwemmer
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Patent number: 6534110Abstract: Organic materials, comprising a mixture of at least two products (I) and (II), both containing isomers of conjugated long chain polyunsaturated fatty acids moieties (L1) and (L2) can be obtained by subjecting an organic material, selected from free fatty acids, mono-, di- or triglycerides, phospholipids, alkylesters or wax-esters, containing at least 5 wt. % of these conjugated polyunsaturated fatty acids, to an enzymic conversion (acidolysis, alcoholysis, esterification, hydrolysis) using an enzyme that can be discriminated between (L1) and (L2), so that original ratio L1/L2=XA in starting material is increased to XB, wherein XB≧1.1 XA.Type: GrantFiled: June 27, 2002Date of Patent: March 18, 2003Assignee: Loders Croklaan B. V.Inventors: Frederick William Cain, Stephen Raymond Moore, Gerald Patrick McNeill, Olga Cornelia Zwemmer
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Patent number: 6410078Abstract: Triglycerides, that have at least two long chain polyunsaturated fatty acids L1 and L2, from which at least one is present for more than 20 wt %, while the weight ratio L1:L2 is at least 2 and which triglycerides also contain at least 2 wt % of saturated fatty acids with 2-12 and/or 20-24 C-atoms, but not more than 10 wt % of saturated fatty acids with 16-18 C-atoms, while at least 5 wt % of the saturated C2-C12 or C20-C24 fatty acid residues is bonded on a triglyceride molecule, wherein at least L1 and/or L2 is present, display a number of advantageous properties (e.g. higher oxidative stability, healthier, lower caloric, structuring properties, digestibility).Type: GrantFiled: December 3, 2001Date of Patent: June 25, 2002Assignee: Loders-Croklaan B.V.Inventors: Frederick William Cain, Gerald Patrick McNeill, Stephen Raymond Moore
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Patent number: 6399138Abstract: The invention concerns concentrates of shea sterols in glycerides with more than 12.5 wt % shea sterols, the preparation thereof by enzymic hydrolysis of glycerides in shea oils or fractions thereof and the application of the concentrates in aerated food products.Type: GrantFiled: November 12, 1999Date of Patent: June 4, 2002Assignee: Loders Croklaan B.V.Inventors: Frederick William Cain, John Bernard Harris, Stephen Raymond Moore, Gerald Patrick McNeill, Maarten Johan Klaassen
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Patent number: 6340491Abstract: Free flowing fat compositions with high levels of triglycerides, containing long chain poly unsaturated fatty acids comprise: (1) a blend of fats (A) and (B) in a weight ration 90:10 to 10:90; (2) 0-95 wt. % of a filler material, wherein fat A is a fat with ≧0.5 wt. % of LC PUFA'S and fat B is a hard fat, while the composition fulfills the requirement that: [N30(unstab) of fat (A) or the blend +% of filler in composition]≧70.Type: GrantFiled: November 6, 2000Date of Patent: January 22, 2002Assignee: Loders Croklaan B.V.Inventors: Frederick William Cain, Willem Dekker, Stephen Raymond Moore
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Patent number: 6277433Abstract: Randomized fats from triglycerides are disclosed which have a fatty acid composition of: 20-50% C18:0, 30-60% C18:1, 5-15% C16:0 and 0-15% C18:2. The fats display a solid fat content at the temperatures indicated of: N10=10-30, N20=8-20, N30=5-8 and N35<5.Type: GrantFiled: March 20, 2000Date of Patent: August 21, 2001Assignee: Loders Croklaan B.V.Inventors: Ingo Lantz, Annette Schroeder
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Patent number: 6184009Abstract: A process for preparing a material B comprising geometrical isomers L1 and L2 of conjugated linoleic acid moieties in a specific weight ratio of XB wherein a material A selected from free fatty acids, mono-, di- or tri-glycerides, phospholipids, alkyl esters or wax-esters containing at least 5 weight % of L1 and L2 are subjected to enzymatic conversion using an enzyme that can discriminate between L1 and L2 so that the original weight ratio of L1 to L2 of XA in the starting material is increased to XB where XB is equal to or greater than 1.1 XA. Advantageously, the isomers L1 and L2 are cis9, trans11 and trans10, cis12 linoleic acid or vice versa. The enzyme is advantageously a lipase obtained from Geotrichum candidum or Candida rugosa or a phospholipase. The starting material A may be, for example, a fish oil or vegetable oil. The resulting products may be blended with a complementary fat and may be used as foods or food supplements or in pharmaceutical compositions.Type: GrantFiled: September 30, 1998Date of Patent: February 6, 2001Assignee: Loders Croklaan B.V.Inventors: Frederick William Cain, Stephen Raymond Moore, Gerald Patrick McNeill, Olga Cornelia Zwemmer
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Patent number: 6165518Abstract: Free flowing fat compositions with high levels of triglycerides, containing long chain poly unsaturated fatty acids comprise: (1) a blend of fats (A) and (B) in a weight ration 90:10 to 10:90; (2) 0-95 wt. % of a filler material, wherein fat A is a fat with .gtoreq.0.5 wt. % of LC PUFA'S and fat B is a hard fat, while the composition fulfills the requirement that: [N.sub.30 (unstab) of fat (A) or the blend +% of filler in composition] .gtoreq.70.Type: GrantFiled: May 13, 1999Date of Patent: December 26, 2000Assignee: Loders Croklaan B.V.Inventors: Frederick William Cain, Willem Dekker, Stephen Raymond Moore
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Patent number: 6143348Abstract: Liquid oils with a SAFA-content of less than 5 wt % can be obtained by conversion of a fatty compound (A), preferably having a SAFA-level of more then 5 wt %, with a reactant (B), capable of forming different reaction products of the non-triglyceride type (C.sub.1, C.sub.2 etc.) having a different melting point and/or different solubility in compound (A); the SAFA-level of the end product can be controlled by separating the precipitate of the higher melting more saturated reaction-products (C.sub.1, C.sub.2 etc.) from the rest of the reaction mixture.Type: GrantFiled: February 16, 2000Date of Patent: November 7, 2000Assignee: Loders-Croklaan B.V.Inventors: Frederick William Cain, Paul Thomas Quinlan, Stephen Raymond Moore