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A. B1. C. D. B3. B2. K. B6. E. STRUKTUR, FUNGSI DAN MEKANISMENYA. B12. VITAMIN. Vitamin. Merupakan senyawa organik Merupakan komponen dari bahan pakan Terdapat dalam jumlah kecil Esensial untuk pertumbuhan normal suatu jaringan, kesehatan, pertumbuhan dan pemeliharaan - PowerPoint PPT Presentation
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VITAMINSTRUKTUR, FUNGSI DAN MEKANISMENYA
D
B1
K
E
A
CB3B
2B6B1
2
Merupakan senyawa organik Merupakan komponen dari bahan
pakan Terdapat dalam jumlah kecil Esensial untuk pertumbuhan normal
suatu jaringan, kesehatan, pertumbuhan dan pemeliharaan
Jika kekurangan menyebabkan gejala-gejala spesifik
Beberapa pada ternak tertentu disintesa oleh tubuh (sebagian besar tidak disintesa dalam tubuh)
lanjutan
Digolongkan berdasarkan kesamaan fungsi umum dalam metabolisme
Umumnya terdapat di alam, dapat juga disintesa
Mempunyai ketahanan yang berbeda terhadap cahaya, oksigen, asam, basa dan panas
Ketahanan vitamin terhadap berbagai pengaruh
Pengaruh Vitamin yang peka
Vitamin yang stabil
Cahaya Vit. A, Karoten, Vit.B1, B2, B6, Vit. C, Vit. D, dan Vit E
Choline, as. Pantotenat
Oksigen Vit. A, Karoten, Biotin, Vit.C dan Vit. K
Gol. Vit. Bkomplek, as.nicotinat, Vit.D dan Vit. E
Basa Vit.B1, B2,as. Pantotenat, Vit.C,Vit. E dan Vit.K
Vit. A, Karoten, Vit.B6, Choline, Biotin, Vit.D
Ketahanan vitamin terhadap berbagai pengaruh (lanjutan)
Pengaruh Vitamin yang peka
Vitamin yang stabil
Asam Vit.A, Karoten, Vit.B2, as.pantotenant, Vit.D
Vit. B1,B2,B12, Biotin, Vit.C, Vit.E, dan Vit. K
Panas Vit.A, Vit. B1,B2, Vit. C dan Vit. D
Karoten, Choline, Biotin, Vit. E dan K
KLASIFIKASI VITAMIN Vitamin larut dalam lemak : A, D, E, K Vitamin larut dalam air:
B1 = tiaminB2 = riboflavinAsam pantotenatNiasin = NiacinamideBiotinFolacinB6 = Pyridoxine, Pyridoxal, PyridoxaminB12=Cyanocobalamin, Hydoxocobalamin, AquocobalaminCholineVitamin C = Ascorbic acid, L-ascorbic acid
Perbedaan Vitamin larut dalam lemak dan vitamin larut dalam air
Vitamin larut dalam lemak
Vitamin larut dalam air
Komposisi kimia C,H,O C,H,O + N,S,Co
Terjadinya Jaringan tanaman, ada bentuk provitamin
Pada tanaman, tidak ada bentuk provitamin
Peran fisiologis Kontrol metabolis Transfer energi
Absorbsi lemak air
Perbedaan Vitamin larut dalam lemak dan vitamin larut dalam air
Vitamin larut dalam lemak
Vitamin larut dalam air
Penyimpanan Dideposit dalam lemak
Di seluruh sel hidup
Ekskresi Melalui feses Terutama melalui urine.Kadang-kadang ada dalam feses karena ada sintesis oleh mikroba.
Perbedaan Vitamin larut dalam lemak dan vitamin larut dalam air
Vitamin larut dalam lemak
Vitamin larut dalam air
Sifat Aktivitas A,D,K= IndividualE=Broad spectrum
Broad spectrum
Kelainan HypovitaminosisHypervitaminosis
Hypovitaminosis
VITAMIN ALAMI
Dalam bahan pakan jumlahnya sangat bervariasi dan tidak ada satu bahan pakan yang mengandung jumlah optimal untuk hewan.
Semua vitamin dibuat di tanaman dan diperoleh hewan apabila mengkonsumsi tanaman
Hewan mengandung mikroorganisme yang sanggup
mensintesis vitamin larut dalam air, provitamin A dan menaquinone (Vitamin K2)
Vitamin B12 hanya bisa disintesis oleh mikro-organisme tertentu tidak bisa oleh tanaman
ataupun hewan
KESTABILAN VITAMIN
Kestabilan vitamin dipengaruhi juga oleh adanya antivitamin seperti : # Avidin yang ada pada putih telur akan mengikat biotin # Thiaminase pada ikan menghambat tiamin # l-amino-D-prolin pada flaxseed membentuk komplek stabil dengan pyridoxine
GENERAL VITAMIN STABILITY
VITAMIN STABILITY CHARACTERISTIC
A Oxidasi khususnya dengan Fe,Cu
D3 Oxidasi (kestabilan sedang)
E Stabil dalam bentuk acetat, sangat
tidak stabildalam bentuk alcohol
K Sangat tidak stabil
Tiamin Sensitif terhadap oxidasi dan pH
GENERAL VITAMIN STABILITY VITAMIN STABILITY CHARACTERISTIC
Pyridoksin, Kestabilan sedang
riboflavin
Pantotenat Sensitif hidrolisis
Niasin Hampirstabil
B12 Kestabilan tinggi, beberapa hilang bila kedaluwarsa
Biotin Hampir stabil
Asamfolat Kestabilan sedang, sensitif oxidasi dan reduksi
Vitamin C Sangat tidak stabil dalam bentuk
alami
VITAMIN LARUT DALAM LEMAK
Vitamin A (Retinol)R=CH2OH Retinol
R=CH2OH Retinal
R=CH2OH Asam Retinoat
Vitamin A (Retinol)
CH3
CH3H3COH
CH3CH3
Retinol
b - Carotene and Retinol
CH3
CH3
CH3 CH3 CH3
CH3 CH3 CH3
H3 C
CH3
H3 C CH3
CH3
CH3 CH3
H3 C CH3
CH3
CH3 CH3
CH2 OH
Oxidation
C H
O
Retainal
Retinol (Vitamin A)
- 2H
Fungsi Vitamin A
1.Rangsangan cahaya dari mata ke otak
2.Berperan dalam sel epitel
3.Mengontrol aktivitas tulang
The vision cycleOpsin balok : rodopsinOpsin kerucut : iodopsin
Defisiensi Vitamin A
1.Buta malam
2.Seroptalamia (pengeringan & iritasi kornea, keruh dan mudah terinfeksi)
3.Terganggu sel
Vitamin D D2=Ergokalsiferol
D3=Kholekalsiferol
Pro Vit D2 = ergosterolPro Vit D3 = 7 dehidrokholesterol
Fungsi Vitamin D 1. Proses absorpsi2. Proses reabsorpsi3. Deposisi
Defisiensi Vitamin D
1. Rakhitis2. Osteomalasia
Vitamin E Vit E bentuk jenuhAlfatokoferol, Betatokoferol, Gamatokoferol, Deltatokoferol
Vit E bentuk tidak jenuhAlfatokotrienol, Betatokotrienol, Gamatokotrienol, Deltatokotrienol
Fungsi Vitamin E1. Reproduksi
2. Generasi
3. Hati dan Metabolisme
4. Memperbaiki absorpsi Fe
5. Antioksidan
Defisiensi Vitamin E
1. Kemunduran Reproduksi2. Gangguan permeabilitas3. Kerusakan otot
Vitamin K K1 = FiloquinonK2 = MenaquinonK3 = Menadion
Fungsi Vitamin KKoagulasi darah dengan mengaktifkan prothrombin (sintesis prothrombin didalam hati)
Thrombin Activation
co llagen
WO UNDv W F
endo th eliu m
p la te le tPL surfa c e
C a
C a
Va
Xa
C ircu la tio n
N H2C O O H
G la G la
P ro -T h ro m b in
SS
p ro teo ly tic cu t
N H2C O O H
G la G la
T h ro m b inP ro -
SS
Fibrinogen + thrombin------------- Fibrin + Peptida
Defisiensi Vitamin K
1. Pembekuan darah terganggu
FUNGSI BIOKEMIS VITAMIN Vitamin Fungsi Biokemis
A -Essensial u/ pembentukan rhodopsin (melihat dlm gelap), pada reproduksi tikus,u/memelihara plasenta ½ periode kebuntingan yang kedua, Sintesa mukopolisakarida dan proses pembentukan tulang
D -Mempengaruhi metabolisme Ca dan P (memperbaiki ossifikasi dan deposisi dalam kartilago dan kulit telur) serta menaikkan aktivitas enzim phytase pd usus tikus
E antioksidan,berperan pada pernafasan jaringan,fosforilsasi dari kreatin fosfat, sintesa as.askorbat dan metabolisme a.a yg mgd belerang
K Proses pembekuan darah (sintesa prothrombin & bbrp protein plasma), pembentukan RNA
VITAMIN LARUT DALAM AIR
33
Vitamins in Metabolic Pathways
Glycolysis
TCAcycle
Glycogenolysis
aKGDHvit B1,B2,B3
PP avit B6
Glc
GlycogenG1P
R5PTK
vit B1
PDHvit B1,B2,B3
aKGSCoA
Acetyl-CoA
G6P
Pyr
G3PALT
vit B6
Ala
ASTvit B6
OAAsp
vit B6 Glu
PPP
Vitamin B1
Thiamine pyrophosphate (TPP) Thiamine - a thiazole ring joined to a
substituted pyrimidine by a methylene bridge
Thiamine-PP is the active form TPP is involved in carbohydrate
metabolism It catalyzes decarboxylations of alpha-
keto acids and the formation and cleavage of alpha-hydroxyketones
Thiamine PyrophosphateReactions and rationale
Yeast pyruvate decarboxylase, acetolactate synthase, transketolase, phosphoketolase
All these reactions depend on accumulation of negative charge on the carbonyl
carbon at which cleavage occurs! Thiamine pyrophosphate facilitates these
reactions by stabilizing this negative charge The key is the quaternary nitrogen of the
thiazolium group
Riboflavin and the Flavins
Vitamin B2 All these substances contain ribitol and a
flavin or isoalloxazine ring Active forms are flavin mononucleotide
(FMN) and flavin adenine dinucleotide (FAD)
FMN is not a true nucleotide FAD is not a dinucleotide But the names are traditional and they
persist!
Flavin Mechanisms
Flavins are one- or two-electron transfer agents
Name "flavin" comes from Latin flavius for "yellow"
The oxidized form is yellow, semiquinones are blue or red and the reduced form is colorless
Study the electron and proton transfers in Figure 18.22
Other transfers are possible!
Coenzyme APantothenic acid (vitamin B3) is a
component of Coenzyme A Functions:
Activation of acyl groups for transfer by nucleophilic attack
activation of the alpha-hydrogen of the acyl group for abstraction as a proton
Both these functions are mediated by the reactive -SH group on CoA, which forms thioesters
Nicotinic Acid and the Nicotinamide Coenzymes
aka pyridine nucleotides These coenzymes are two-electron
carriers They transfer hydride anion (H-) to and
from substrates Two important coenzymes in this class:
Nicotinamide adenine dinucleotide (NAD+)
Nicotinamide adenine dinucleotide phosphate (NADP+)
Nicotinamide Coenzymes
Structural and mechanistic features The quaternary nitrogen of the
nicotinamide ring acts as an electron sink to facilitate hydride transfer
The site (on the nicotinamide ring) of hydride transfer is a pro-chiral center!
Hydride transfer is always stereospecific!
Be sure you understand the pro-R, pro-S designations
Last Notes on Nicotinamides
Nicotinamide was first isolated in 1937 by Elvehjem at the University of Wisconsin
Note similarities between structures of nicotinic acid, nicotinamide and nicotine
To avoid confusion of names (and functions!), the name niacin (for nicotinic acid vitamin) was suggested by Cowgill at Yale.
Biotin
"Chemistry on a tether" Biotin functions as a mobile carboxyl
group carrier Bound covalently to a lysine The biotin-lysine conjugate is called
biocytin The biotin ring system is thus
tethered to the protein by a long, flexible chain
Biotin Carboxylations
Most use bicarbonate and ATP Whenever you see a carboxylation that
requires ATP and CO2 or HCO3-, think
biotin! Activation by ATP involves formation of
carbonyl phosphate (aka carboxyl phosphate)
Carboxyl group is transferred to biotin to form N-carboxy-biotin
The "tether" allows the carboxyl group to be shuttled from the carboxylase subunit to the transcarboxylase subunit of ACC-carboxylase
Folic Acid
Folates are donors of 1-C units for all oxidation levels of carbon except that
of CO2 Active form is tetrahydrofolate (THF) THF is formed by two successive
reductions of folate by dihydrofolate reductase
Know how to calculate oxidation states of C!
Vitamin B6
Pyridoxine and pyridoxal phosphate Catalyzes reactions involving amino
acids Transaminations, decarboxylations,
eliminations, racemizations and aldol reactions
See Figure 18.26 This versatile chemistry is due to:
formation of stable Schiff base adducts
a conjugated electron sink system that stabilizes reaction intermediates
Pyridoxal Phosphate
Mechanisms Figure 18.27 is a key figure - relate
each intermediate to subsequent mechanisms
Appreciate the fundamental difference between intermediates 2-5 and 6,7
Vitamin B12
Cyanocobalamin
B12 is converted into two coenzymes in the body: 5'-deoxyadenosylcobalamin
methylcobalamin
Vitamin B12
Cyanocobalamin
Dorothy Hodgkin determined the crystal structure of B12 in 1961 - at the time it was the most complicated structure ever elucidated by X-ray diffraction and she won a Nobel prize
Most striking feature - the C-Co bond length of 0.205 nm (2.05 A) - an essentially covalent bond
B12 Function & Mechanism
See Figures 18.28-18.29 B12 catalyzes 3 kinds of reactions:
Intramolecular rearrangements
Reductions of ribonucleotides to deoxyribonucleotides
Methyl group transfers (assisted by tetrahydrofolate )
FUNGSI BIOKEMIS VITAMIN Vitamin Fungsi Biokemis
B1 (Tiamin) -Koenzim pd proses dekarboksilasi ketoacid (Co : as. Piruvat)
B2 (Riboflavin) -Dlm bntk flavin mononucleatid (FMN) dan flavin adenin dincleatid (FAD) bertindak sbg gugus prostetik dari bbrp enzim dlm r. oksidasi-reduksi dlm tubuh
B6 (Pyridoxine) Koenzim proses dekarboksilasi,deaminasi dari serine dan threonine, transaminasi, transulfrasi, & transfer a.a. dalam sel
Nicotinaminde(Niasin)
-komponen koenzim NAD dan NADP dalam transport hidrogen
FUNGSI BIOKEMIS VITAMIN Vitamin Fungsi Biokemis
As. Panthotenat -Merupakan gugus prostetik koenzim A yg mpy fungsi dlm r. acetilasi pada KH, lemak dan metabolisme a.a.
Vit. B12 -Koenzim sintesa as. Nukleat (RNA), pembentukan gugus methyl pada thyamine
Choline Pembentukan dan pemeliharaan sel-sel tubuh, sbg methyldonator
Vit. C Pembentukan kolagen,dibutuhkan dlm perb. As.folat mjd tetra hydrofolic acid, proses hydroxylasi prolin,lysine & anilin / fungsi normal fisiologis.
GEJALA DEFISIENSI VITAMINVITAMIN GEJALA DEFISIENSI
A Keratinisasi Xeropthalmia
D Ricket Osteomalacia
E Muscular distropy Exudativediathesis Encephalomalcia
K Terhambatnyaproses pembekuan darah
GEJALA DEFISIENSI VITAMIN
VITAMIN GEJALA DEFISIENSI
Tiamin (B1) Anorexsia, polineuritis, nafsu mkn turun
Riboflavin Curled toe paralysis, nafsu mkn turun,diare
As.pantotenat Pertumbuhan badan & bulu terhenti, Dermatitis (pelupuk mata,sudut mulut,kaki),goose step(babi)
Niasin Pellagra (dermatitis, diare, dementia), anemianafsu mkn turun,pertumbuhan terganggu
Pyridoksin Convulsi (kekejangan), anemia, nafsu mkn turun
Biotin Perosis, dermatitis
Asam folat Anemia, pertumbuhan terhambat, bulu jelek, depigmentasi, perosis
Kholin Hati berlemak, perosis (babi),gangguan pertumbuhan & pembtk kuning telur
Cobalamin Pertumbuhan yg tidak baik,Anemia, kegagalan fungsi reproduksi
KERACUNAN VITAMINVitamin Safe Upper Feed Safe Upper
Level(unit/kg Level+ Normal
pakan) Level
A 80.000 IU/kg 10
D3 10.000 IU/kg >60 d 3-4
50.000 IU/kg < 20 d 20-30
E 1000 IU/kg 20-30
K 2000 mg/kg 1000