FISHERIES AND MARINE SERVICE Translation Series No. 4412 Food quality and hygiene 18. Fats and oils (Part 3) by Y. Hosogai, and T. Okada Original title: Shokuhin-shinshitsu to eisei. (18) Yushi - sono 3 - From: Japan Fudo Saiensu 14: 86-90, 1975 Translated by the Translation Bureau (Hcvps) Multilingual Services Division Department of the Secretary of State of Canada Department of the Environment Fisheries and Marine Service Halifax Laboratory Halifax, N. S. 1978 15 pages typescript • e D .EPARTMENT OF THE SECRETARY OF STATE SECRÉTARIAT D'ÉTAT TRANSLATION BUREAU BUREAU DES TRADUCTIONS MULTILINGUAL SERVICES DIVISION DES SERVICES DIVISION MULTILINGUES 7/ M it71 TRANSLATED FROM - TRADUCTION DE INTO - EN English Japanese AUTHOR - AUTEUR Yütar3 HOSOGAI & Tar3 OKADA TITLE IN ENGLISH - TITRE ANGLAIS Food Quality and Hygiene. 18. Fats and Oils (Part 3). TITLE IN FOREIGN LANGUAGE (TRANSLITERATE FOREIGN CHARACTERS) TITRE EN LANGUE ÉTRANGÉRE (TRANSCRIRE EN CARACTÈRES ROMAINS) Shokuhin-shinshitsu to eisei. (18) YUshi --sono 3-REFERENCE IN FOREIGN LANGUAGE (NAME OF BOOK OR PUBLICATION) IN FULL. TRANSLITERATE FOREIGN CHARACTERS. RÉFÉRENCE EN LANGUE ÉTRANGÉRE (NOM DU LIVRE OU PUBLICATION), AU COMPLET, TRANSCRIRE EN CARACTÈRES ROMAINS. Japan 1'1-id° Saiensu REFERENCE IN ENGLISH - RÉFÉRENCE EN ANGLAIS Japan Food Science PUBLISHER - ÉDITEUR DATE OF PUBLICATION DATE DE PUBLICATION YEAR ANNÉE PLACE OF PUBLICATION LIEU DE PUBLICATION VOLUME PAGE NUMBERS IN ORIGINAL NUMÉROS DES PAGES DANS LORI GINAL 86-90 ISSUE NO. NUMÉRO NUMBER OF TYPED PAGES NOMBRE DE PAGES DACTYLOGRAPHIÉES 1975 REQUESTING DEPARTMENT MIN 1ST ÈR E-C LI ENT 14 DFE BRANCH OR DIVISION DIRECTION OU DIVISION Fisheries/Sci. Info. & Public. PERSON REQUESTING DEMANDÉ PAR Dr. R.G. Ackman 15 1 TRANSLATION BUREAU NO. NOTRE DOSSIER N0 1486932 TRANSLATOR (INITIALS) TRADUCTEUR (INITIALES) S HCIVP - NOV 1 4 1978 YOUR NUMBER VOTRE DOSSIER NO DATE OF REQUEST DATE DE LA DEMANDE June 15, 1978 (submitted July 14, 1978) UNEDITED TRANSLATION For information only TRADUCT/ON NON REVISSE information seulement• SOS-200-10-6 (REV. 2/68) 7 630-21-029-0333 Secrétariat d'État eipp • .fiscretary *of State • MULTILINGUAL SERVICES DIVISION DIVISION DES SERVICES MULTILINGUES TRANSLATION BUREAU BUREAU DES TRADUCTIONS Clients No.—No 'du client Division/Branch — Division/Direction Department — Ministère Fisheries/Sni.Tnfo.&Pub. DFF, Bureau No.—No du bureau Uniglage — Ottawa Translator (Initials) — Traducteur (Initiales) Langue Japanese 1486932 aw — VMe NOV 1 4 1978 , HCK/PS Japan FUdo Saiensu (japan Food Science). 1A, 1 (1975). pp 86-90. Food Quality and Hygiene. 18. Fats and oils (part 3). YUtar3 Hosogai Tokyo College of Pharmacology Taro oKADA Japan Food Hygiene Association 86 Animal fats and oils Animal fats and oils can be divided into those of land Z 0 - 5 t 7:rt e'E 0 c Z "=" 3 0 0 CD "g e e E 1-- hi3* ..1— 0 Z 0 0 '42 0 P:J E D 2 origin and those of marine origin. Fats and oils of land origin are those of beef, mutton, pork, horse, and chicken; those of marine origin are whale, dolphin, seal, and the like. These fats and oils may be consumed directly or after hydrogen-addition L. uà 14- c or other treatment. Z We would like to discuss in the following their charact- eristics, measurement, and the like. SEC 5-25 (Rev. 6/78) Hilditch classifies the ••■•: 2 principal fatty acids exist in examples palmitic, oleic, linolic acids body fats of birds . and chicken, geese, solid fats, rabbits, rats non- and semidrying °lib lard, beef fat, mutton tallow solid fats rodents palmitic, stearic, oleic (linolic) acids body fats of pigs, sheep, and -cattle state . palmitic, oleic, linolic acids, and hexadecenoic, gadoleic acids 1. highly unsat- marine urated acids .animal oils, C 20' 22' 24 acids 2. selacholeic acid whale, dolphin, highly unsatherring, etc. urated oils fish oils shark oil shark unsaturated oils lauric, myristic, tetradecenoic acids sperm whale non-drying oils highly unsat- dolphin urated acids C C and 20' 22' dolphin highly unsaturated oils isovalerie acids Table 1. distribution of fatty acids in animai fats and oils aS'shown in Table 1. 3 Land animal fats and oils Body fats of cattle, sheep, pigs, and chickens may be consumed. In addition, in the case of cattle, milk fats are also consumed. Their fatty acid compositions are shown in Table 2. 2 beef fat sheep fat goat fat hog fat buffalo* horse fat . 4 6 5 . 8 7 - 10 9 0~0. 5 3~6 25~35 1 8-28 0~1 1~4 26~50 1-2.5 .... 1~4 22~30 15~30 - - 36- 55 3_ 5 - 0~0. 5 38.4 •-- -- - - 47~.50 6~13 *1 ±2.5 3.5 2.1 35.5 al 0~1 24~32 8~15 . 2.4 •-• ±3 0~0. 5 0~0. 5 0-0.3 2. 5~4. 5 31~41 24~33 O.4-1.2 I. 5~2. 5 269.41 0. 9~1. 5 .O. 1~1. 0 trace 3~10 5~7 38~5 5 11~25 0~0. 6 3~6 20~30 2. 5~8. 3 1~2 1. lauric acid 2. myristic acid 3. palmitic acid 4. stearic acid 5. arachic acid tetra- and hexadecenoic 7. oleic acid 6. 8. linolic acid 9. linolenic acid 10. highly unsaturated acids ( *(Indian) %) Table 2. 1. Beef fat The composition of beef fat has been much reported; glyceride composition is said to be as follows: trisaturated glycerides, 14-26%; disaturated-monounsaturated glycerides, 22-24%; monosaturated-diunsaturated glycerides, 40-64%; triunsaturated glycerides. no 87 In addition, Hilditch et al. (1938) found the following in calf depot fat: tripalmitin, 3%; dipalmitoolein, 8%; palmitodistearin, 6%; oleodipalmitin, 15%; oleo- palmitostearin, 32%; oleodistearin, 2%; palmitodiolein, 23%; and 4 stearodiolein, 11%. Their characteristics are shown in Table 3. nD melting point Polenske saponification " iodine value Reichert-Meissel unsaponi fiable matter (%) l3eef tallow Pressed tallow (60° ) 1.451..4.454 40...40° 12.0,--44.6° 193",200 32~47 38^-44 0.3r-0.0 (60° ) *1.449 60,-,60° 12.5r-12.7 190-.498 14^-25 • -0.3--0.11 Bane fat • (60°) 1.451 --1.452 44-.45' -190m-200 49-43 ' .. • 1 0.5rm0.6 Bone oil (4e) 1.461-1.463 --188^-199 67--110_ -0.1-.0.6 Table 3. 2. Mutton fat or tallow Fat from the mesentary and mediastinum, etc., of sheep is used. Mutton tallow resembles beef tallow but is for the most part white, lighter in colour than beef tallow. It is somewhat hard and is brittle. Moreover, it has almost no odor when fresh. Glyceride composition is: dipalmitostearin, 3-4%; palmitodistearin, 2-10%; oleodipalmitin, 5-13%; oleopalmitostearin, 28-41%; oleodistearin, l-2%; palmitodiolein, 25-46; and stearodiolein, 7-13%. Its characteristics are shown in Table 4. _ mutton tallow goat tallow N D 40° melting point Polenske value saponification value iodine value Reichert -Meissel value unsaponifiable matter . 1.455-4.456 1.450--1.455 44.-55° 48.4° 13,-47 — • 191.-198 • 199 31-47 33-34 30.-34 —. 0.1--0.9 0.2 (%) Table 4. 5 Goat tallow is greyish-yellow in colour and has a similar taste to mutton tallow. Fatty acids present are: lauric acid, 3.5%; arachidonic acid, 2.4%; and a small amount of myristic acid. Glycerides are said to be 29% saturated, 31% monounsaturated, and 40% diunsaturated-monosaturated. Stearic and palmitic acids form the bulk of fatty acids others than those mentioned above. Glyceride composition of hog fat is said to bè as follows: tripalmitin, 0-1%; dipalmitostearin, 2-4%; palmitodistearin, 2-5%; oleopalmitostearin, 27-34%; oleodipalmitin, 5-9%; palmitodiolein, 40-53%; stearodiolein, 5-7%, with 3-10% triunsaturated glycerides. Gas chromatographic analysis of fatty acid composition has verified 29 varieties, having 10-22 carbons. Characteristics are shown in Table 5. Hog fat is.a white-coloured, plastic substance, having a characteristic offensive odor. ârd saponification value iodine value Heichert-Meissel value unsaponifiable matter (%) ardstéarin lardojl . bone- fat . . n D 40 . ±1 .458 • i • i.453 —i.46F• :461 196 • 64 ' 4 466 • • — • 7 , , 'O. 14-0.1 , Table 5. • . .25 • 6 4. Horse fat While horse fat is little consumed, it has the following characteristics: n 40 1.460-1.465; D 0 melting point, 29-43 ; saponification value, 195-204; iodine value, 1-87; unsaponifiable matter, 0.3%-0.5%. It has an offensive odor which resembles that of goose fat and a taste which is similar to that of rapeseed oil. It ranges in colour from a golden-yellow to brown. 5. Chicken fat Characteristics are shown in Table 6. In addition, the fatty acid composition of chicken and other small animal fats is shown in Table 7. Chicken fat has an agreeable, offensive odor and taste, and ranges in colour from yellow to white. 0. 20 - . It is semi-liquid at In distinction to this, the egg oil is yellow Or dark- yellow. chicken fat o n 40 D melting point saponification value iodine value Reichert-Meissel value egg oil 7 chickenegg turkey oil rabbit chicken goose capric acid lauric acid myristic acid palmitic acid stearic acid arachic acid tetradecenoic ----0.1-1.2 24-26.7 4 : 1-7.0 --___ rat -__ 0.4 0.5 4.5 6.8 23.0 -:.___ 20.3 4.2 1.0 1.5 12.3 --- 5.8 38 - 49 34.6 56.5 52.9 23-29 10.1 3.0 9.0 6.0 --0.6 -----__ ,21.0 10.6 --___ ----25-33 "----___ ___ 2.1 29.3 9.3 4.0 0.1 ___ --- --- acid 6.6-7.0 hexadecenoic acid 38.4-43.0 49.1 18.4-22.8 19.3 — 0.3-1.3 --- oleic acid linolic acid linolenic acid 20 carbon and highly unsat-, ,urated acids Table 7. 6.' . Tests for land-animal oils A variety of test items are known; these include quality tests, tests for foreign fats. hardened oils, and tests for adulteration by We would like to introduce, of those, two or three which relate to food hygiene. Test for neutralizing agent is carried out, in the case of testing in a simple fashion, by adding to a stoppered test tube 2 ml of distilled water (ifnew, wash well with water, or use boiling water, so that no alkalinity is exhibited). Add of a 1% 'para-nitrophenol-yater solution, and add î0 m1 1 drop thes.test • 8 sample. After a vigorousshaking, let the mixture stand until it separates into two layers. If an alkaline neutralizing agent is present in the test.sample, the water layer will exhibit a yellow colour. It seems most unlikely that such neutralizing agents would remain in products of present,day quality, but if teste are to be carried out with precision, then probably methods emplojIng'flaié Or"emiSsiOn'Spectroenalysis are better. One possible procedure for testing for adulteration of lard by foreign fats, in addition to refractOmetry and measurement of constants, involves the effecting of a colour-formation reaction, such as Halphen's reaction in the case of cotton-seed oil, and Baudouin's or Soltsien's reaction in the case of soy oil. These do not seem, however, all that reliable. Measurement of a low refractive index end high-valued constants leads us to expect adulteration.by cacao butter or palm 7kernel oils. In-the case of adulteration of lard by vegetable oils and . fats, - seVeral prbcedUres‘for verifidetiOn are generally employed. These include . measurement of melting point, investigation of crystalline structure, and thin-layer and gas chromatographies phytpsterols or-acetylated phytosterols. Verification of horse fat and mutton tallow involves application of measurement of melting point and investigation of glyceride crystal structure. Their melting points are shown in Table 8. 89 9 glyceride melting point C (A) fatty acid melting point C (B) melting pt. difference A - B lard glycerides 5 palmitodistearin 68.5 63.3 5.2 stearodipalmitin 58.2 55.2 3.0 a palmitodistearin 63.3 63.2 0.1 stearodipalmitin 57.5 55.7 1.8 tristearin 73.0 70.5 2.5 tallow glycerides Table Next, as concerns the verification of horse fat in lard, we can put into effect the hexabromide test, as horse fat contains 2.5 - 8.3% linolenic.acid. Namely, 100 ml of 0.5 normal alcoholic potassium hydroxide solution is added to 10 g of the test sample. The aqueous solution is placed in a refriger- ator and saponified for 30 mins. Next, following dilution with 250 ml of water, the obtained soap solution is placed in a separatory funnel, to which is added 15 ml of 5 normal sulfuric acid and 250 ml of saturated saltwater. out in 50 ml of ether. Extraction is carried The extracted liquid is washed and filt- ered three times in 15 ml of saltwater, and 5 ml of extracted liquid is placed in a 50 ml flask. Following cooling to -15°, 5 ml of cooled ether and 0.45 ml of coolëd bromine are added with a burette. 10 gfomination is carried out after -standing for 15 - 18 hrs at 5 - 10°. Next, this solution is filtered in an Allihn filtering tube, and the precipitate washed twice in 3 ml batches of ether, each batch being cooled to -10 ° . Following this, drying is carried out at 100° after volatization of the ether, and the hexabromide weighed. Hexabromide quantities for each fat and oil are shown in Table 9. hexabromide mg/g fat and fat mixtures 41.2 horse fat 2.8 lard beef tallow mutton tallow 3.3 lard and 30% horse fat 8.2 beef tallow " " " 108 mutton tallow " " 11.0 lard and 40% horse fat 10.2 beef tallow " " " 15.1 mutton tallow " " 16.5 Table 9. Other tests are known in addition to these. They include tests for hardened oils in lard, and procedures for verifying adultering fats in fowl fat. When the latter 11 is adulterated with lard, known procedures include volumetric analysis of polybrominated stearic acid insoluble in petroleum ether, and alkaline isomerization. 90 In addition, testing of the amount of contained arachidonic acid as a yardstick is carried out in the verification of lard in goose fat. 7. Marine animal oils Fish fats and oils, in addition to. whale and -seal, are the source materials here, but these are not suitable for consumption as is. In the case of whales, there are upwards of ten species, including the blue whale. For the blue whale, quantity of oil contained in the various visceral organs is greatest in the fat meat, bones, and flesh, etc. Oil .is found in the liver and other organs, but in small quantities. Characteristics of those oils are shown in Table 10. saponification value , 50 n-D oil (overall) fat-meat oil bone oil 1.4633 1.4623 flesh oil tongue oil 1.4615 1.4613 195.1 196.6 - 199.0 197.5-197.9 195.9-196.5 197.5-200.6 Table 10. iodine value ReichertMeissel value 114.9 75.8 113.5 - 137.4 69.6 - 86.8 109.9-119.3 92.2 114.0-116.6 78.2 126.7-133.4 89.1 12 In addition, fatty acid composition of marine fats and oils, including whale fat, is shown in Table 11. unsaturated 'acids saturated acids ,.?: • f, • • ,1 ,,. 28 sperm whale seal herring Japanese sardine herring (Menhaden) herring (Sprotten) (Barsch) baes salmon (Felchen) esokkusu* 8 5. $1'. 2 I 5-2 5 2 - . O 2-0 &., . 6-7. 5 124 30.3 , , .. . , ,. ,2 ' 20432.,; c, r •-2.3/>. 2 6.,, 3, 3 . 5 1-9'; , -2 - , 10: . ,,.. 6 - -.' • , 3 ... .0:1, ,. . .0 1 ' 'j, , ,tiziè,', • i ‘'' n,1. ri-lç. O. 15- • .' .• ' - . ' - , . ......r--, . ._ ,. _ . salmon . 19 .8' O. Or c22 ., ,1(4,13;., ,-19. 8 1 ---, ' . 8:;3 1bïo : , : - ..., Table 11. Next, as concerné Seal fat, those constants for the spedies Crabeater are: saponification value, .190.4; iodine value, 165.3; unsaponifiables, 1 - 1..5; for sealS„ values are: saponification value, 188 - 196; iodine.value, 122 - 163; and•unsaponifiables, 0.6 - 1.5%. In th à case of- porpoises, fatty_açid composition is as shown in Table 12. The distinctive characteristic hàre is the large amourrt -of unsaturated acids. Constant for bOdy oils are: n D 40 Q , 1.457; saponification *Translator's note: as transliterated; meaning uncertain; possibly a variant of "esogisu", the local Misaki name for "maeso" (Saurida undosquamis RICHARDSON). . 13 value, 216 - 222; and bromine value, 119 - 132. Next, as concerns constants for shark oil, for high7 density liver oil, n r) 40 is 1.460 - 1.477, saponification value 194.4, iodine value is 75.2 - 205.6, and unsaponif- ie iable matter is 0.7 - 28.8. For 16w-density oil, np 4Od is 1.464 1.485, saponification value is 23.0 - 130.1, iodine value is 122.2 344.6, and unsaponifiable matter is 35.8 - 90.2%, with the large amount of unsaponifiable matter being one of the distinctive characteristics. Squalene is representative of the unsaponifiable matter, It occurs in fairly high concentrations in liver oil; in shark species Rothai and Centrophorus, unsaponifiable matter occurs as 85.5 - 90.2%, with squalene as 80 - 85%. For fatty acid composition of shark oil, for saturated acids, palmitic acid occurs in large quantities. For unsaturated acids, there are many fatty acids of 18, 20, 22, and 24 carbons, and a high degree of. -::'' !.unsaturation is displayed. 8. Tests for marine animal oils. While measurement of iodine value can determine the degree of unsaturation, two or three colour-forming reactions are also known. Namely, with Tortelli and Jaffe's reactions, 1 ml of dried sample is taken in a cylinder and 6 ml of chloroform together with 1 ml of glacial acetic acid are added and dissolved in this. Next 14 a 10% bromine-chloroform solution is added to this, and investigation is made of the colour tone which develops. In the case of fish oils, the colour tone varies timewise from rose-red, through green, to yellow. In addition we have à répôrt, for this reaction on whale oil, that purple or blues are exhibited. It is requisite, as is the case with the above colour-formation reactions also, that colour-formation reactions be effected simultaneously, end in comparison with, standard items. In .addition, a variety of methods for improving this reaction are known. Pal improved this readtion in the following way. 3 g of test sample are dissolved in 6 ml of a chloroform - glacial acetic acid mixture and placed in a test tube. When bromine is added . drop-by-drop from a burette, a purple-red colour develops. This reaction is said to verify marine animal oil to eo. The.methods of Better, together with Szimkin, et al, ;invôlve bromine-addition reactions, similar to the above, except that Hanus' solution is used for the bromine solution. Aside from these, a variety of reports are known on methods involving dissolution of the test- sample in chloroform or other solvents, followed by addition of Carr - Price reagent, or addit- ion of trichloroacetic acid and heating. For liver oil, test sample's can be dissolved in benzene. or other solvents and verification of vitamin A carried out. Due to the general instability of fish oils, rancidity _ 1" t 15 tests are frequently carried out. Measurement procedures employed on these occasions include measurement of peroxide value, carbonyl value, and measurement of keobarubitsuru* In addition to these, colourimetric methods are employed for carbonyl compounds obtained through steam distillation. These include colour-formation due to Fuchsine sulferous acid reagents, and colour-formation due to benzidine acetate. In addition to the above, instrumental analysis based on gas chromatography and other methods are also known. The above outline of composition, constants, and the like for plant and fish oils has been prepared with reference In the next piece we would like to discuss to Gander's work. test procedures for fats and oils. .— . , s . -, 6 3 5 12 : 1 o' ‘u , 208 41 15 8 ...-, rat , . '..-,..t. • . , ' ,i,3•3'.. 75 , 46 0 2 t race 208 152 . 94 16 .' 2 , , ■.■ 1. isovaleric acid 2. lauric acid 3. myristic acid 47'palliatic acid 5. stearic acid 6. unsaturated acids *Trarislatdr's note: as transliterated; meaning uncertain although most probably rendering of foreign name.