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2346 a7 23.48 a9 2350 aast 2as2 asa 2a 238s ‘Glucose is the most abundant monosaccharide Prom memory. daw glucose in (@) the Fischer projetion ofthe open chain (@) the moxt sable chai conforination ofthe most stable pyranoseanomer. (6) the Haworth projection ofthe most stable pyranose anomer. Without refering tothe chapter, draw the chair conformations of (a) P-0-manoopyranose (the C2 epimer of glucose) () epallopyranose (The C3 epimterof glucose). (©) B-o-galacopyranose (he C4 epimer of glucose. {@)N-acetylglncosamine, glucose withthe C2 oxygen atom replaced hy an acetylated amino group. Use Figure 23-3 ce family of aldoses) to name the following aldoses. (a) the C2 epimer of parabinose —(b) the C3epimer of o-mannose _(@)_ the C3 epimer of oahrese (@) the enantiomer of »-galactose (e) the CS epimer of glucose (Classify the following monosaccharides. Euamples: -adobexose -kettetws.) to ceume ‘) (oantinwe ‘© fio @ cw © cou © cu wot bo wton wot Low vobn wton u-bon exon Hon cHoH (tenes ion one Tot (rane (a) Givethe products expected when (1 serldhyde reat with HCN. {b) What the reltncip ewer the produc? How might they beep (©) Avie procs opie ave? Expin “The live configurations of the sereoiomers of tai acid were eablhed by he lowing syheses: () m{+yalpecraldeyde Ps diasecomers A amt (pared) (2) Hydrolysis of A and B using aqucous Bu(OH); gave C and D, respectively. 6) HNO, oil of C and eve (rare 2 and meses aca respectively (a) You know hc asl confguaton of os hfcrlicy ae Use cher projets tshow th abs cong tation of pods AB, Cy dD €b) Show the tbsolte cofigratons of the te stereoisomers ftarricaci (+ Mana ai, ¢~}rar acid, nd restr aid Prec te peat bind when ogalatse ects wih cach aga acepllucoseine (@) BrjandH,0 (b) NaOH. 1,0 fe) CHLOH.H* (@) Agcy }-OH (© Hei (excess AczO and pyridine _(g) excess CHI, Ag; (hy Nabil, @ Bi, 140, hen HO, and FeSO); G) (1) KCNHCN:(2) He, PaBSS04;(3) HO" (k) excess 10, Daw the following sugar deivatives. (a) meiy] B-oalucopyranoside (b) 23.4.6-r2-O-methy-o-mannopyranose (©) 12.641-O-methyl-frectofuranose (a), moths 2.346tetra-O-methy-fep-zalactopyranoside Draw te structures (using chur conformations of pyranoses) of the following disaccharides. (@) 4-04a-m-plucopyranosy)}-o-galactopyranose (@) ep fruetouranosyl-f-b-mannopyranoside (©) 6-04-n-zalactopyranosy)-D-glucopyranose Ervin Chargaf's discovery that DNA contains equimolar amounts of guanine and cjtsine snd also equimolar amounts of denine and thymine has come tobe known a8 Charguff'« rade (2) Does ChargafP's ule imply that equal amounts of guanine and adenine are present in DNA? That is, does G = A? () Does Chargalt’s rule imply thatthe sum ofthe purine residues equals the sum of the pysimidin residues? Thats. das +G=C+T? (e) Docs Carpal’ ue apply only to double-stranded DNA, or would it also appl to cach individual stand if the ‘double helical stand were separated into its two complementary stands GE se ‘Which ofthe sugars mentioned in Problems 23.53 and 23-54 are reducing sugars? Which ones would undergo [Afleea series of KillaniFischersytheses on (+)lycerldey de, an unknown sugar is isolate fom the reaction mixture ‘The followingexpetimentl information i obtained (1) Molecular formals qH.30, (2) Undergoes mutacin. {G), Reacts with bromine water to give an aldoic acd (4) Reacts with HNO, to give am optically active aldavic acid, (6) Ruff degradation followed by HNO; oxidation gives an optically inactive ada acid (6) Two Ruf degradations followed by HINO, oxidation give meson acid. (1) When the oiginal sugar is ead with CH and gO. penametiyldeivative Fred. Hydrolysis gives & terametiy derivative with tee hydroxy group on C3 (@) Draw a Facer projection forthe opcr-

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