Examples of Successful Industrial Synthesis of Structured Diglycerides and Triglycerides

Ferreira, Marı́a Luján; Tonetto, Gabriela Marta

doi:10.1007/978-3-319-51574-8_6

Cited by 3 publications

(5 citation statements)

References 11 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In 1995, this product was approved as an infant formula ingredient in Europe and was commercialized as Betapol ® in the following years. Betapol ® is produced by enzymatic acidolysis of tripalmitin‐rich palm stearin with Oleic acid using an immobilized sn‐1,3 regiospecific R. miehei lipase in a two‐stage process comprising of two packed bed reactors (Ferreira & Tonetto, 2017). Its TAG molecular weight distribution is mainly composed of 33.4 mol % of ACN:DB of 52:2 and 10.5 mol% of ACN:DB of 52:3.…”

Section: Opo‐based Products In the Marketmentioning

confidence: 99%

“…Its TAG molecular weight distribution is mainly composed of 33.4 mol % of ACN:DB of 52:2 and 10.5 mol% of ACN:DB of 52:3. The main regio‐isomers in Betapol ® are OPO and OPL/LPO (Ferreira & Tonetto, 2017; Wei et al., 2020). Other OPO (sn‐2 palmitate)‐based products currently present in the market include INFAT ™ (70%–75% of palmitic acid at the sn‐2 position) produced by Advanced Lipids (Sweden), Bonamil by Wyeth Ayerst (United States), Alsoy by Nestle (Switzerland) and the Cow and Gate Premium by Nutricia (the Netherlands).…”

Section: Opo‐based Products In the Marketmentioning

confidence: 99%

“…Other OPO (sn‐2 palmitate)‐based products currently present in the market include INFAT ™ (70%–75% of palmitic acid at the sn‐2 position) produced by Advanced Lipids (Sweden), Bonamil by Wyeth Ayerst (United States), Alsoy by Nestle (Switzerland) and the Cow and Gate Premium by Nutricia (the Netherlands). Zhejiang Beijia Bio‐Technology Co., Ltd (China) and Wilmar International (Singapore) are among the manufacturers of sn‐2 palmitate products in the Chinese market (Ferreira & Tonetto, 2017; Happe & Gambelli, 2015; Wei et al., 2020).…”

Section: Opo‐based Products In the Marketmentioning

confidence: 99%

See 2 more Smart Citations

1,3‐Dioleoyl‐2‐palmitoyl glycerol (OPO)—Enzymatic synthesis and use as an important supplement in infant formulas

Ghide

Yan

2021

J Food Biochem

View full text Add to dashboard Cite

1,3‐dioleolyl‐2‐palmitate (OPO) is an important component of the human milk fat. Its unique fatty acid composition and distribution play an important role in proper infant growth and development. Owing to this, it has been attracting researchers and manufacturers to synthesize and commercialize OPO as an important human milk fat substitute added to infant formulas. In this review, the role of OPO in human milk, the benefits of OPO (sn‐2 palmitate)‐supplemented infant formulas over the conventional infant formulas on infant growth, and lipase‐catalyzed synthesis of OPO are discussed. Over the last 20 years of research on the benefits of OPO (sn2 palmitate)‐supplemented infant formulas are summarized. Similarly, studies carried out on lipase catalyzed production of OPO for the last 21 years (1999–2019) are also done focusing on the raw materials, sn1,3‐regiospecific lipases, immobilization materials, and solvents used in the laboratory‐scale experiments. In addition, OPO‐based products currently in the market and future research trends are briefly covered in this review. Practical applications This work focuses on lipase‐catalyzed synthesis of 1,3‐dioleoyl‐2‐palmitoylglycerol (the most abundant triacyl glycerol in human milk fat) and its benefits to infants when it is added in infant formulas. Over the last 20 years of published research from the literature are summarized and future research trends for efficient OPO synthesis are also covered. This will provide current and future researchers on the field with the necessary background information on OPO synthesis and design their research plans accordingly for cost‐effective production of OPO and OPO‐supplemented infant formulas.

show abstract

Section: Opo‐based Products In the Marketmentioning

confidence: 99%

Section: Opo‐based Products In the Marketmentioning

confidence: 99%

Section: Opo‐based Products In the Marketmentioning

confidence: 99%

See 1 more Smart Citation

1,3‐Dioleoyl‐2‐palmitoyl glycerol (OPO)—Enzymatic synthesis and use as an important supplement in infant formulas

Ghide

Yan

2021

J Food Biochem

View full text Add to dashboard Cite

show abstract

“…10 This unique structure enhances the absorption of fat and calcium in infants so that a typical specific-structured TAG, 1,3-dioleoyl-2-palmitoyl-glycerol (sn-O/P/O), is produced and used in infant formula. 9,11 MLCTs, which are composed of MCFAs and LCFAs, are also the characteristics of human milk.…”

Section: ■ Introductionmentioning

confidence: 99%

“…Saturated fatty acids (SFAs), especially palmitic acid (>60%), are mainly located at the sn -2 position, and unsaturated fatty acids (UFAs) are esterified at the sn -1,3 positions of the glycerol backbone . This unique structure enhances the absorption of fat and calcium in infants so that a typical specific-structured TAG, 1,3-dioleoyl-2-palmitoyl-glycerol ( sn -O/P/O), is produced and used in infant formula. , MLCTs, which are composed of MCFAs and LCFAs, are also the characteristics of human milk.…”

Section: Introductionmentioning

confidence: 99%

Identification and Quantification of Triacylglycerols Using Ultraperformance Supercritical Fluid Chromatography and Quadrupole Time-of-Flight Mass Spectrometry: Comparison of Human Milk, Infant Formula, Other Mammalian Milk, and Plant Oil

Zhang

Wei

Tao

et al. 2021

J. Agric. Food Chem.

View full text Add to dashboard Cite

Triacylglycerol (TAG) components in human milk during different lactation periods, infant formulas with different fat sources, other mammalian milk (cow, goat, donkey, and yak milk), and plant oil (sunflower, rapeseed, corn, soybean, palm, palm kernel, and coconut oil) were analyzed and compared using ultraperformance supercritical fluid chromatography and quadrupole time-of-flight mass spectrometry (UPSFC-Q-TOF-MS). We identified 191 TAGs (86, 102, 101, and 54 TAGs in human milk, infant formula, mammalian milk, and plant oil, respectively). TAGs esterified with palmitic acid (16:0) were major TAG structures in human milk (59.08% of total TAGs) and contained 30 TAG types. The sn-O/P/O regioisomer constituted more than 80% of the O/P/O content of human milk, whereas the sn-O/O/P levels were higher in other samples. The carbon number (CN) 52 content was higher than the CN 54 content in human milk, with the opposite observed in infant formula. TAGs with CN < 40 content were abundant in cow, goat, and yak milk; donkey milk was rich in CN 52 content. TAGs composed of medium-chain fatty acids (MCFAs) and long-chain fatty acids (LCFAs) were rich in human milk, while TAGs with three MCFAs were rich in infant formula. The TAG characteristics of infant formula were directly related to its fat resource. TAGs with fewer double bonds were abundant in the plant oil formula; however, highly unsaturated TAGs were prominent in the cow and goat milk formulas, similar to plant oil and mammalian milk. Significant differences in the TAG distribution were observed among the different species.

show abstract

Progress on Lipase Immobilization Technology in Edible Oil and Fat Modifications

Cieh

Mokhtar

Baharuddin

et al. 2023

Food Reviews International

View full text Add to dashboard Cite

Examples of Successful Industrial Synthesis of Structured Diglycerides and Triglycerides

Cited by 3 publications

References 11 publications

1,3‐Dioleoyl‐2‐palmitoyl glycerol (OPO)—Enzymatic synthesis and use as an important supplement in infant formulas

1,3‐Dioleoyl‐2‐palmitoyl glycerol (OPO)—Enzymatic synthesis and use as an important supplement in infant formulas

Identification and Quantification of Triacylglycerols Using Ultraperformance Supercritical Fluid Chromatography and Quadrupole Time-of-Flight Mass Spectrometry: Comparison of Human Milk, Infant Formula, Other Mammalian Milk, and Plant Oil

Progress on Lipase Immobilization Technology in Edible Oil and Fat Modifications

Contact Info

Product

Resources

About