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FDSC 4170: flav color additive
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48
Other
Undergraduate 4
05/09/2014

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Term
Prior sanction
Definition
page 564 Additives that were approved for use before 1958. One of two categories of additives (GRAS and prior sanctioned)
Term
EDTA:
Definition
polydentate; sufficient conformational flexibility to complex with target ion and satisfy its coordination requirements; can provide six functional ligands separated by enough conformational freedom because it can wrap around metal ion and occupy six ligand sites
Term
Cyclamate
Definition
nonnutritive sweetener that is the sodium salt of cyclohexane sulfamic acid; synthesized by sulfonation of cyclohexylamine; 30x sweeter than sucrose; soluble in aqueous solution; has synergistic effect when mixed with other sweeteners; can be digested by some intestinal flora and cause cancer as it is turned into carcinogenic cyclohexlamine; banned in U.S. but used as a tabletop sweetener in Canada
Term
Saccharin
Definition
a nonnutritive sweetener that is synthesized from the Remsen-Fahlberg process from toluene or from methyl ester of anthranilic acid via the Maumee process; crystallized as a sodium or calcium salt; 300x sweeter than sucrose; readily excreted
Term
Neotame
Definition
newly approved in 2002; 8000-13000 times sweeter than sucrose; more thermostable than aspartame due to the fact that the aspartic acid residue is derivatized by the addition of a dimethylbutyl chain to its amino group (not hydrolyzed to phenylalanine)
Term
Acesulfame K
Definition
a peptide sweetener that is sweet at low concentrations with no aftertaste; 200x sweeter than sucrose; thermostable and pH stable; approved for use in soft drinks, baked goods, dessert mixes
Term
Alitame
Definition
nutritive sweetener that is a dipeptide derivative of L-aspartic acid and D-alanine; 2000x sweeter than sucrose; storage in acidic conditions can lead to hydrolysis; thermostable and can be used in baked goods; not permitted in U.S. but allowed in Australia, New Zealand and Mexicof
Term
Sucralose
Definition
trichloro-substituted derivative of sucrose; disaccarhide of galactose and fructose; C1 and C6 of fructose and C4 hydroxyl groups are replaced by chlorine; similar sweetness profile of sucrose; thermostable; synthesized from a process starting with sucrose → acetylation of secondary alcohols → reaction of unprotected hydroxyl groups with SO2Cl2
Term
Carvone
Definition
main flavor and odor note of spearmint oil obtained by distillation of leaves; contains asymmetric carbon atom; R(-) stereoisomer is spearmint while S(+) is caraway and dill seed Contains DB O.
Term
Diacetyl
Definition
small, volatile ketone that is liquid at room temperature; byproduct of fermentation and flavor component of wines and beers at low concentration; by product in the fermentation of European-style cultured butter; important in aroma of melted butter
Term
Isoamyl acetate
Definition
banana/pear flavor; an ester; most important flavor and odor molecule in ripe bananas
Term
Isoprene
Definition
unit that carotenoids are made of
Term
Vanillin
Definition
main component of oil of vanilla, which is extracted from the fermented seed pods; synthesized as a glycoside of glucose but is released enzymatically by glycosidic hydrolysis during fermentation; sparingly soluble in water but is soluble in alcohol; exists as white crystal in pure form; can be synthesized commercially by the oxidation of lignosulfonates from lignin in wood (similar to wine flavoring process)
Term
Cinnamaldehyd
Definition
beta-phenylacrolein, main flavor and odor molecule in cinnamon oil; the oxidized form is called cinnamic acid and serves as a template for derivatives called hydroxycinnamates; has strong antimicrobial properties
Term
Menthol:
Definition
terpene found in peppermint oil; clean, sweet, cooling taste; tricks cold receptors and is neurological; has a predominantly hydrophobic molecule; commercial form is L(-) menthol; can be prepared synthetically from m cresol via Friedel-Crafts electrophilic substitution alkylation
Term
Curcumin
Definition
flavor molecule in tumeric; contributes to taste and color; occurs as keto and enol form, with enol form being lower in energy; is called Natural Yellow color; poorly absorbed but may be antioxidant and anti-inflammatory; has antimicrobial
Term
Piperine
Definition
active ingredient in black and white pepper; is an alkaloid which is a complex group of heterocyclic organic bases containing nitrogen atoms; diene double bonds are in trans configuration but can be isomerized by light into cis, trans conformation of a tasteless molecule called isochavincin; hydrophobic
Term
Capsaicin:
Definition
molecule responsible for spicy and pungent flavor in red and green chili peppers and paprika; irritant of trigeminal nerve (nerve for mouth, nose and eyes); not soluble in water; not efficiently cleaned by water → use milk or yogurt instead
Term
Zingerone
Definition
active, spicy-sweet ingredient in cooked or processed ginger; sparingly soluble in water and solid at room temperature
Term
Caffeine
Definition
bitter tasting alkaloid stimulant; methylated derivative of xanthine which is synthesized from 7-methylxanthine from caffeine synthase, which adds methyl groups → theobromine (intermediate compound found in chocolate); mildly toxic; sparingly soluble in water; volatile; methods to decaffeinate: soak in water and mix with organic solvent, supercritical carbon, organic solvent like dichloromethane; sugar added to coffee decreases its solubility by increasing its tendency to self-associate
Term
Chelating agent
Definition
molecules that bind tightly with prooxidant metal ions such as iron and copper or alkaline earth ions, to sequester them in water-soluble complexes that prevent them from participating in other reactions. Fenton reaction stop singlet oxygen. Iron is easily oxidized.
Term
Ascorbic acid
Definition
(if used as sodium ascorbate, it is reducing agent that keeps meat in red-colored oxygenated state)
Term
Complimentary colors
Definition
colors placed opposite on the color wheel; selective adsorption of one color results in the perception of the opposite color in the reflected light
Term
Porphyrin:
Definition
substituted porphrin rings (four pyrrole molecules linked together)
Term
Myoglobin:
Definition
principal oxygen storage molecule of muscle; monomer found in large amounts in muscle tissue; produced when hemoglobin gives up O2
Term
Oxymyoglobin:
Definition
iron-O2 complex in the ferrous state heme group (Fe 2+)
Term
Heme group:
Definition
porphyrin ring with a ferrous iron atom bound
Term
Fe2+ O2 red oxymyoglobin
Fe2+ H2O purple deoxymyoglobin
Fe3+ brown metamyoglobin
Heat → gray hemicrome
Definition
Term
Metmyoglobin
Definition
if iron atom is oxidized to ferric state; absorbs primarily in blue region and is colored brown,; if oxidized, cannot bind O2 (Fe 3+)
Term
Beta-carotene
Definition
food carotenoid found in carrots; contains two 6-atom rings that are symmetrically placed at each end but aren’t aromatic; contains 11 conjugated double bonds and is yellow-orange in color
Term
Chlorophyll:
Definition
light-gathering molecule found in chloroplasts of green plants that captures visible light and uses it to synthesize glucose from CO2 and water, releasing O2 as a byproduct; noncovalently bound to proteins of photosystem II (which are membrane bound complexes of enzymes and cofactors)
Term
Pheophythin:
Definition
if central magnesium ion of the cholorophyll complex is lost and replaced by hydrogen; less green and more olive-brown in color; absorption maximum in red shifts to red and blue shifts more to blue; irreversible reaction if in aqueous solution; sensitive in pH, at 9 doesn’t proceed
Term
Lake
Definition
water-insoluble pigment made from organic dye absorbed onto surface of inert carrier particle such as alumina. Accomplished by precipitating water-soluble FD&C dyes with aluminum, calcium, or magnesium salts. Used in foods based on hydrophobic fats.
Term
Azo compound
Definition
R-N=N-R, where the R’s are aromatic rings. The N=N double bond extends the conjugated double bond system and shifts the adsorption spectrum into visible range through extensive delocalization. Examples include FD&C Yellow No. 6, FD&C Yellow No. 5, and FD&C Red No. 40.
Term
Triphenylmethane dyes
Definition
blue, green
Term
Chlorophyllides
Definition
Page 519 when cholorophylls are degraded enzymatically by chlorophyllase, which catalyzes the cleavage of the phytol chain from pophryin ring.
Term
Carotenoids
Definition
widespread plant pigments that consist of symmetrical isoprene units that contain two beta-ionone rings; fat soluble; intensely yellow, red, or orange; contain at least one beta-ionone ring that has provitamin-A activity, because under enzymatic cleavage they can yield vitamin A molecule
Term
Lycopene:
Definition
found in tomatoes, watermelons, red peppers; red color; eight isoprene units and 13 double bonds but no beta-ionone rings; terminal bonds aren’t part of conjugated system; can go into plastic pores; doesn’t have provitamin A activity; completely insoluble in water; bound up by fiber, which reduces bioavailability
Term
Zeaxanthin
Definition
example of xanthophylls; partially oxidized carotenoids containing hydroxyl or carbonyl group; more polar than other carotenoids; soluble in fats; produced only by plants; yellow
Term
Astaxanthin
Definition
red; has 2 chiral carbon atoms; 3 possible stereoisomers; orange-pink-red color; color is usually masked in live animals due to protein called alpha-crustacyanin; example of xanthophylls; partially oxidized carotenoids containing hydroxyl or carbonyl group; more polar than other carotenoids; soluble in fats; produced only by plants
Term
Reserveratrol:
Definition
nonflavonoid derivative of stilbene; found in foods such as peanuts, mulberries, blueberries, raspberries and pine nuts in seeds, roots and vines
Term
Anthocyanins:
Definition
glycoside pigments found in plant cells responsible for colors; the glycosyl group is usually glucose; lower absorption maximum than anthocyanidins; at low pHs they exist as flavylium cations, which are generally colored red → blue as the number of substituents increases
Term
Anthocyanidins:
Definition
when glycosidic bond in anthocyanins is hydrolyzed to free the sugar molecule
Term
Cyanidin
Definition
anthocyanidin, crimson color, most important and serves as template for its class
Term
Malvidin
Definition
anthocyanidin, red?????? color found in petals, also a coloring of wine
Term
GRAS
Definition
generally recognized as safe, category of additives
Term
Nature-identical colors
Definition
synthetic molecules of permitted naturally occurring colorants. Given approved names such as FD&C Blue No. 1 . exempt from certification.
Term
Three types of chelating agents used as food additives?
Definition
Citric acid
EDTA: can provide six functional ligands to wrap around a metal ion and occupy the six ligand sites of the octahedrally coordinated iron
Erythorbic acid
Ascorbic acid
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