NZ222515A - Sweetener concentrates comprising sucralose and a water-soluble oligosaccharide and method of preparation - Google Patents

Sweetener concentrates comprising sucralose and a water-soluble oligosaccharide and method of preparation

Info

Publication number
NZ222515A
NZ222515A NZ222515A NZ22251587A NZ222515A NZ 222515 A NZ222515 A NZ 222515A NZ 222515 A NZ222515 A NZ 222515A NZ 22251587 A NZ22251587 A NZ 22251587A NZ 222515 A NZ222515 A NZ 222515A
Authority
NZ
New Zealand
Prior art keywords
sucralose
preparation
water
soluble oligosaccharide
sweetener concentrates
Prior art date
Application number
NZ222515A
Other languages
English (en)
Inventor
M R Jenner
G Jackson
Original Assignee
Tate & Lyle Plc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Tate & Lyle Plc filed Critical Tate & Lyle Plc
Publication of NZ222515A publication Critical patent/NZ222515A/xx

Links

Classifications

    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30Artificial sweetening agents
    • A23L27/33Artificial sweetening agents containing sugars or derivatives
    • A23L27/37Halogenated sugars
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30Artificial sweetening agents
    • A23L27/31Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives
    • A23L27/32Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives containing dipeptides or derivatives
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S426/00Food or edible material: processes, compositions, and products
    • Y10S426/804Low calorie, low sodium or hypoallergic

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Health & Medical Sciences (AREA)
  • Nutrition Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Seasonings (AREA)
NZ222515A 1986-11-13 1987-11-11 Sweetener concentrates comprising sucralose and a water-soluble oligosaccharide and method of preparation NZ222515A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB868627139A GB8627139D0 (en) 1986-11-13 1986-11-13 Sweetening composition

Publications (1)

Publication Number Publication Date
NZ222515A true NZ222515A (en) 1990-02-26

Family

ID=10607276

Family Applications (1)

Application Number Title Priority Date Filing Date
NZ222515A NZ222515A (en) 1986-11-13 1987-11-11 Sweetener concentrates comprising sucralose and a water-soluble oligosaccharide and method of preparation

Country Status (17)

Country Link
US (1) US4927646A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
EP (1) EP0267809B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
JP (1) JP2521308B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
AR (1) AR245580A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
AT (1) ATE73620T1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
AU (1) AU606094B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
CA (1) CA1308601C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
DE (1) DE3777539D1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
DK (1) DK594587A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
ES (1) ES2030739T3 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
GB (2) GB8627139D0 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
GR (1) GR3004357T3 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
IE (1) IE61032B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
IL (1) IL84460A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
MX (1) MX169770B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
NZ (1) NZ222515A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
PT (1) PT86131B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)

Families Citing this family (86)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4986991A (en) * 1987-05-15 1991-01-22 Wm Wrigley, Jr., Company Chewing gum having an extended sweetness
DE3876947T2 (de) * 1987-05-15 1993-06-09 Wrigley W M Jun Co Kaugummi mit geregelter suesse.
US5380541A (en) * 1987-08-07 1995-01-10 Tate & Lyle Public Limited Company Sucralose compositions
GB8907007D0 (en) * 1989-03-28 1989-05-10 Tate & Lyle Plc Sucralose compositions
GB8723423D0 (en) * 1987-10-06 1987-11-11 Tate & Lyle Plc Sucralose compositions
PH26074A (en) * 1988-08-09 1992-02-06 Warner Lambert Co Synergistic sweetening composition containing chloro - compositions containing same and a process for the preparation thereof
US4959225A (en) * 1988-10-28 1990-09-25 Warner-Lambert Company Synergistic sweetening compositions containing chlorodeoxysugars and maltitol and methods for preparing same
US4971797A (en) * 1988-12-22 1990-11-20 Warner-Lambert Company Stabilized sucralose complex
WO1990007859A2 (en) * 1989-11-22 1990-07-26 Wm. Wrigley Jr. Company Method of controlling release of sucralose in chewing gum and gum produced thereby
US5059428A (en) * 1990-03-12 1991-10-22 Warner-Lambert Company Synergistic sweetening compositions containing polydextrose and a chlorodeoxysurgar and methods for preparing same
US5080910A (en) * 1990-05-15 1992-01-14 Werner-Lambert Company Stabilized chlorodeoxysugar sweetening agents in powder form and methods for preparing same
US5061496A (en) * 1990-08-21 1991-10-29 Warner-Lambert Company Stabilized chlorodeoxysugar sweetening agents in liquid medium and methods for preparing same
MX9100585A (es) * 1990-08-21 1992-04-01 Warner Lambert Co Agentes edulcorantes de clorodeoxiazucar,estabilizados,en forma solida y metodos para preparar los mismos
US5139798A (en) * 1990-11-21 1992-08-18 Wm. Wrigley Jr. Company Polyvinyl acetate encapsulation of codried sucralose for use in chewing gum
US5227182A (en) * 1991-07-17 1993-07-13 Wm. Wrigley Jr. Company Method of controlling release of sucralose in chewing gum using cellulose derivatives and gum produced thereby
US5576042A (en) 1991-10-25 1996-11-19 Fuisz Technologies Ltd. High intensity particulate polysaccharide based liquids
JPH0778126B2 (ja) * 1992-02-10 1995-08-23 日清紡績株式会社 多糖類真球状粒子及び製造方法
US5525360A (en) * 1992-12-18 1996-06-11 Wm. Wrigley Jr. Company Chewing gum products using polydextrose
US5518739A (en) * 1994-07-20 1996-05-21 The Wm. Wrigley Jr. Company Chewing gum containing low levels of maltodextrin
US5466471A (en) * 1994-07-18 1995-11-14 Wm. Wrigley Jr. Company Chewing gum containing aspartame and maltodextrin or purified maltodextrin
US7588793B1 (en) 1998-06-05 2009-09-15 Cadbury Adams Usa, Llc Enhanced flavoring compositions containing N-ethyl-p-menthane-3-carboxamide and method of making and using same
JP4614541B2 (ja) 1999-04-16 2011-01-19 三栄源エフ・エフ・アイ株式会社 スクラロース含有組成物及び該組成物を含む可食性製品
US6322774B1 (en) * 1999-12-20 2001-11-27 Ultradent Products, Inc. Dental bleaching compositions containing sucralose
US6783789B2 (en) * 1999-12-10 2004-08-31 Pepsico, Inc. Use of metal salts to improve the taste of low-calorie beverages sweetened with sucralose
US20020004749A1 (en) 2000-02-09 2002-01-10 Froseth Barrie R. Customized food selection, ordering and distribution system and method
EP1343389B1 (en) * 2000-11-17 2008-05-07 Tate & Lyle Technology Limited Meltable form of sucralose
MXPA03004402A (es) * 2000-11-17 2003-09-05 Johnson & Johnson Composicion mejorada de sucralosa y procedimiento para su preparacion.
JP2004534791A (ja) * 2001-06-11 2004-11-18 ワーナー−ランバート・カンパニー、リミテッド、ライアビリティ、カンパニー 呼気保護マイクロカプセル
US6890581B2 (en) * 2002-04-05 2005-05-10 Tate & Lyle Public Limited Company Methods for buffer stabilized aqueous deacylation
US7445769B2 (en) 2002-10-31 2008-11-04 Cadbury Adams Usa Llc Compositions for removing stains from dental surfaces and methods of making and using the same
US20080317681A1 (en) * 2003-07-11 2008-12-25 Petros Gebreselassie Compositions containing a stain removing complex, and methods of making and using the same
US7390518B2 (en) * 2003-07-11 2008-06-24 Cadbury Adams Usa, Llc Stain removing chewing gum composition
WO2005014839A2 (en) * 2003-08-01 2005-02-17 Cargill, Incorporated Monatin tabletop sweetener compositions and methods of making same
US9271904B2 (en) * 2003-11-21 2016-03-01 Intercontinental Great Brands Llc Controlled release oral delivery systems
US8597703B2 (en) 2005-05-23 2013-12-03 Kraft Foods Global Brands Llc Delivery system for active components as part of an edible composition including a ratio of encapsulating material and active component
US8389031B2 (en) 2005-05-23 2013-03-05 Kraft Foods Global Brands Llc Coated delivery system for active components as part of an edible composition
US20050112236A1 (en) 2003-11-21 2005-05-26 Navroz Boghani Delivery system for active components as part of an edible composition having preselected tensile strength
US8389032B2 (en) 2005-05-23 2013-03-05 Kraft Foods Global Brands Llc Delivery system for active components as part of an edible composition having selected particle size
US8591974B2 (en) 2003-11-21 2013-11-26 Kraft Foods Global Brands Llc Delivery system for two or more active components as part of an edible composition
US8591972B2 (en) 2005-05-23 2013-11-26 Kraft Foods Global Brands Llc Delivery system for coated active components as part of an edible composition
US8591973B2 (en) 2005-05-23 2013-11-26 Kraft Foods Global Brands Llc Delivery system for active components and a material having preselected hydrophobicity as part of an edible composition
US8591968B2 (en) 2005-05-23 2013-11-26 Kraft Foods Global Brands Llc Edible composition including a delivery system for active components
US20060024245A1 (en) * 2004-07-29 2006-02-02 Cadbury Adams, Llc. Tooth whitening compositions and delivery systems therefor
US7641892B2 (en) 2004-07-29 2010-01-05 Cadburry Adams USA, LLC Tooth whitening compositions and delivery systems therefor
CA2576375C (en) * 2004-08-11 2010-12-21 Cadbury Adams Usa Llc Sensate compositions and delivery systems therefor
US20060280837A1 (en) * 2004-08-25 2006-12-14 Cadbury Adams Usa Llc. Multi-modality sensations in chewing gum compositions
US7955630B2 (en) 2004-09-30 2011-06-07 Kraft Foods Global Brands Llc Thermally stable, high tensile strength encapsulated actives
US7727565B2 (en) 2004-08-25 2010-06-01 Cadbury Adams Usa Llc Liquid-filled chewing gum composition
US20060068058A1 (en) * 2004-09-30 2006-03-30 Cadbury Adams Usa Llc Thermally stable, high tensile strength encapsulation compositions for actives
US20060073255A1 (en) * 2004-10-04 2006-04-06 Steve Catani Non-hygroscopic, low-or no-calorie sugar substitute
US20070020330A1 (en) * 2004-11-24 2007-01-25 Medpointe Healthcare Inc. Compositions comprising azelastine and methods of use thereof
US8758816B2 (en) * 2004-11-24 2014-06-24 Meda Pharmaceuticals Inc. Compositions comprising azelastine and methods of use thereof
US8071073B2 (en) 2004-11-24 2011-12-06 Meda Pharmaceuticals Inc. Compositions comprising azelastine and methods of use thereof
US9198448B2 (en) * 2005-02-07 2015-12-01 Intercontinental Great Brands Llc Stable tooth whitening gum with reactive ingredients
US20060193956A1 (en) * 2005-02-28 2006-08-31 Kraft Foods Holdings, Inc. Sugar-free dessert products
US20060240163A1 (en) * 2005-04-26 2006-10-26 Steven Catani Low calorie, palatable sugar substitute with enhanced sweetness
US20060240156A1 (en) * 2005-04-26 2006-10-26 Joseph Panarisi Enhancing kit for comestible products
US20060251766A1 (en) * 2005-05-06 2006-11-09 Steven Catani Kit for providing sweeteners having non-standard sweetness levels
US20060240155A1 (en) * 2005-04-26 2006-10-26 Steven Catani Methods for promoting comestible products
EP1903890B1 (en) 2005-05-23 2012-11-07 Kraft Foods Global Brands LLC Sweetness potentiator compositions
US7851006B2 (en) 2005-05-23 2010-12-14 Cadbury Adams Usa Llc Taste potentiator compositions and beverages containing same
US7851005B2 (en) 2005-05-23 2010-12-14 Cadbury Adams Usa Llc Taste potentiator compositions and beverages containing same
US20090104331A1 (en) * 2005-05-26 2009-04-23 Silver Barnard S Inulin powders and compositions thereof
US20080107788A1 (en) * 2005-05-26 2008-05-08 Silver Barnard S Inulin powders, compositions thereof, and methods for making the same
US20070053972A1 (en) * 2005-09-08 2007-03-08 Cadbury Adams Usa Llc. Gelatin capsules containing actives
US20070221236A1 (en) * 2005-10-05 2007-09-27 Cadbury Adams Usa Llc. Cooling compositions including menthyl esters
US9101160B2 (en) 2005-11-23 2015-08-11 The Coca-Cola Company Condiments with high-potency sweetener
RU2398476C2 (ru) * 2005-12-23 2010-09-10 КЭДБЕРИ АДАМС ЮЭсЭй ЛЛС Композиции, обеспечивающие ощущения, аналогичные ощущениям, вызываемым ментолом
ES2478634T3 (es) * 2005-12-23 2014-07-22 Intercontinental Great Brands Llc Composiciones que proporcionan sensación de calor para administración oral o dérmica
US7566463B2 (en) * 2006-05-03 2009-07-28 C. B. Fleet Company Oral rehydration compositions
US20070264403A1 (en) * 2006-05-11 2007-11-15 Nehmer Warren L Sparkling agglomerated sweetener, and method of making it
US20080063748A1 (en) * 2006-09-08 2008-03-13 Cadbury Adams Usa Llc. Center-fill confectionery and chewing gum compositions containing suspended saccharide particles
US8017168B2 (en) 2006-11-02 2011-09-13 The Coca-Cola Company High-potency sweetener composition with rubisco protein, rubiscolin, rubiscolin derivatives, ace inhibitory peptides, and combinations thereof, and compositions sweetened therewith
US20080299277A1 (en) * 2007-06-01 2008-12-04 Yaohai Chao Sweetening Compositions
WO2009067587A1 (en) * 2007-11-20 2009-05-28 Cadbury Adams Usa Llc Dual coated confectionery product
TR200904862A1 (tr) 2009-05-29 2010-12-21 Sanovel İlaç San. Ve Ti̇c. A.Ş. Sukraloz formülasyonu ve üretim prosesi
US20110027446A1 (en) * 2009-07-28 2011-02-03 Heartland Sweeteners, LLC No-calorie sweetener compositions
US20110027444A1 (en) * 2009-07-28 2011-02-03 Heartland Sweeteners, LLC No-calorie sweetener compositions
US20110027445A1 (en) * 2009-07-28 2011-02-03 Heartland Sweeteners, LLC No-calorie sweetener compositions
US8691190B2 (en) * 2010-10-01 2014-04-08 The Procter & Gamble Company Oral care compositions with improved sweetness
BR112013027809B1 (pt) 2011-04-29 2019-11-26 Intercontinental Great Brands Llc composição de goma de mascar, processo para a preparação da mesma e processo para a preparação de um ácido de grau alimentício encapsulado
CN102295665A (zh) * 2011-05-31 2011-12-28 厦门大学 基于二氯代三苯基磷的单糖伯羟基的氯代方法
US20140170288A1 (en) * 2011-07-14 2014-06-19 Tc Heartland Llc No sugar confectioners blend composition
GB2520276A (en) * 2013-11-13 2015-05-20 Tate & Lyle Technology Ltd High intensity sweetener composition
MX2021001716A (es) 2018-08-15 2021-05-31 Cambridge Glycoscience Ltd Composiciones novedosas, su uso y metodos para su formacion.
WO2021140225A1 (en) * 2020-01-10 2021-07-15 Cambridge Glycoscience Ltd Oligosaccharide compositions and methods of making them

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3795746A (en) * 1971-08-27 1974-03-05 Squibb & Sons Inc Sweetening composition
GB1543167A (en) * 1976-01-08 1979-03-28 Tate & Lyle Ltd Sweeteners
US4435440A (en) * 1976-01-08 1984-03-06 Tate & Lyle Limited Sweeteners
US4277511A (en) * 1977-04-20 1981-07-07 Alberto-Culver Company Sweetener and flavoring compositions and method of producing same
EP0030804B1 (en) * 1979-12-18 1983-10-19 TATE & LYLE PUBLIC LIMITED COMPANY Crystalline 4,1',6'-trichloro-4,1',6'-trideoxy-galactosucrose
GB2065646B (en) * 1979-12-18 1983-10-05 Tate & Lyle Ltd Crystalline 4,1',6'-trichloro-4,1',6'-trideoxygalactosucrose
CA1183133A (en) * 1980-10-28 1985-02-26 Tate & Lyle Public Limited Company Sweet chlorine-substituted disaccharides
ATE20567T1 (de) * 1981-04-29 1986-07-15 Tate & Lyle Plc Suessstoffe.
DE3262120D1 (en) * 1981-05-22 1985-03-14 Tate & Lyle Plc Brominated sucrose derivatives
US4631195A (en) * 1982-07-06 1986-12-23 Colliopoulos John A Sweetening composition
EP0103479B1 (en) * 1982-09-13 1986-02-05 TATE & LYLE PUBLIC LIMITED COMPANY Sucrose derivatives
DE3422247A1 (de) * 1984-06-15 1985-12-19 Pfeifer & Langen, 5000 Köln Gluco-oligosaccharid-gemisch und verfahren zu seiner herstellung
GB8500862D0 (en) * 1985-01-14 1985-02-20 Tate & Lyle Plc Composition
GB8617222D0 (en) * 1986-07-15 1986-08-20 Tate & Lyle Plc Sweetener

Also Published As

Publication number Publication date
ES2030739T3 (es) 1992-11-16
DK594587D0 (da) 1987-11-12
GB8726617D0 (en) 1987-12-16
AU8117487A (en) 1988-05-19
ATE73620T1 (de) 1992-04-15
CA1308601C (en) 1992-10-13
DK594587A (da) 1988-05-14
AU606094B2 (en) 1991-01-31
GB8627139D0 (en) 1986-12-10
JP2521308B2 (ja) 1996-08-07
GR3004357T3 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) 1993-03-31
IE61032B1 (en) 1994-09-07
GB2197575A (en) 1988-05-25
PT86131A (en) 1987-12-01
EP0267809B1 (en) 1992-03-18
IE873055L (en) 1988-05-13
IL84460A (en) 1991-05-12
GB2197575B (en) 1991-04-17
PT86131B (pt) 1990-11-20
MX169770B (es) 1993-07-26
JPS6485055A (en) 1989-03-30
AR245580A1 (es) 1994-02-28
EP0267809A2 (en) 1988-05-18
EP0267809A3 (en) 1989-09-20
DE3777539D1 (en) 1992-04-23
IL84460A0 (en) 1988-04-29
US4927646A (en) 1990-05-22

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