problem_set_1_key - MedChem 563P ,, _ Conference Sections:...

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Unformatted text preview: MedChem 563P ,, _ Conference Sections: Winter Quarter 2009 Tu 10:30—11:20 T473 Th 9:30—10:20 T625 Problem Set # 1 1(3) Name three key anatomical differences between the nerves of the somatic and s the primary distinction etw er: afferent and efferent: “ Sm'fi-f‘sz m - “ c T" c s ~:: , a ,A \A‘V‘Qfi \é a»; \ e, a n, ‘3 «we (b) The autonomic nervous system consists of two main branches—the sympathetic and parasympathetic nervous systems. List some important functions of each. Which branch is commonly referred to as "rest and digest” and whi ?" __ A: t 3 _‘; "t. a «:34» _ (c) What are anatomical differences between Sympathetic and Prarasympathetic nerves that help to explain the two types of response? f“: g7 MedChem 563P Conference Sections: Winter Quarter 2009 Tu 10:30-11:20 T473 Th 9:30~10:20 T625 Problem Set # 1 2. (a) Acetylcholine (Ach) is the natural neurotransmitter depicted below. What are the two main receptor types that respond to this compound and where are they located. Which receptor type is involved in G—protein coupled responses? i3 L. «E emf» i...» at ~33 5:: f" a,“ . £5 EN 2“ grammar é ‘5’” if ‘22,.» i \ i ‘9‘ , __\ a. ‘: a ,_c g A « a» it 5 a a #35». ET. gfiwéfiw 0 xxx» MW {Sing 5t, g: 2 “was 7/ rm.» M 8K 2;:ka g at AA» { 7" ,r v Ogaarm*‘mg_. , C coin aim-tr; fitmiflt V53 mC”‘fiw {rm wk. aw wtka in em fiflg h ‘ t Jet,» two or w fime it; a mo ‘2‘ m » Mo saw her Aqucwk waning 0 € JAM“ , a V5; & **r?€“.€2”'§;%m;; mm c: at g {m awk'flwggémrtg 9 " Afimrkw (rem/was“ aria. mg: flax? saws» is. es“ as. mgmwmkmme H3C_C—O""CH3—CH3—N—CH3 I C§w€¢> 066'” I x g: x.- v is CH3 Cc... tovfifi . “A llamas? ,6? M, £31 U229 My (“mugs Acetyichoime Qffiwfitgmwm ail) \ (b) The structures of both nicotine and muscarine are given below. identify any chiral centers in both and assign stereochemistry. What structural similarities are there between muscarine and ACh? , 5‘13: Li? QMWmJQM. Muscatme a 33*ti m4...” (its; 51%“ g was» WM 111, trim 53 W at W Conference Sections: Tu 10:30-11:20 T473 Th 9:30-10:20 T625 MedChem 563P Winter Quarter 2009 Problem Set # 1 3. Acetylcholine esterase (AChE) catalyses the hydrolysis of ACh rapidly after its release into synapses. Draw the complete enzyme-catalyzed reaction below. Be sure to emphasize the in addition, circle any acidic functional groups present in the two products of the reaction and give the pKa. important role of the three amino acid residues shown (partial structures OK). EAw‘ ¥ was was. Ti CH1; 1 1i“; HO—CHg—CfifCO w + W H3N““CWCDO H ifswi x3“: SW33“ w “Wt: . . . ’SM' is 4. Based on strucfijre activity relationship (SAR) studies, what are some gener determinants that influence the activity of ACh analogs? Stereochemical considerations? MedChem 563P Conference Sections: Winter Quarter 2009 Tu 1023041220 T473 Th 9:30—10:20 T625 Problem Set # 1 5. Categorize the following compounds as either cholinergic agonists or antagonists. Why would you expect each to behave as such? List some therapeutic uses for each. in addition, for any AChE inhibitors in the group, identify the type of inhibition (e.g. reversible or irreversible). / o fig _, . 9 I :1“th ‘ 5 Ir} h ' “WONGWN€CH333 Chlwa many-~Nm3}; [ tramwa; :* {ism \ mqgéfikf: um.» {Lit-mi. in» fhtfl. l {V , « 0&1 if I first is, *4 KMJM ?\:><fi) $1) “334: {3% M1} M“ E gm wwégg‘é‘ /’ 1 \ “i Br Gig}; m. w‘:mw.mituww Mam“. . a. k , l‘ “’“_ e A; 7; it ‘ . A“ t? y{ \ @chflffizkahgflk gif‘w gwgflcjfimg 3 k E i ~"’\‘>"\"“M~\? " ‘ 2 mnewwwmggmmigcve. 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V :‘k ‘2‘ ~33 "i w a a}! my fidiavg ggkfiwxék teagéiafiyeégéfihéwf Wig Emma.“ QM" "’K’W» JK (“73‘ WW“ *4? {I m Eb {Ma‘é‘ Elm“ iv 041 flak “a”; (K‘Mflxg; a Mkfaa‘m w» “gm; mites”; r1" “ i N 3 5 i i 3 , thy (>2 as e: 4» 139.4,. r. a ‘ ,,\ y M i x r, v c, @pmfiw $2)?” 653;} mfitifimg fl w‘flw.&fim\M—t M53 “Em Ecwtixmu ism W w ‘32:, mm. a NE. a) wwwm :55 is ‘4‘9% ’63“ V .V we ., " v n t ‘ . 0 Ci "" (:21 ,_ 113170 N“ ii fmmzf E: Q (3 Br *gcm,‘ £§~-~CH3 CH3 MGM: w w e: ""“CHQ “CH: 3;}: C83 tawn/ E} BI ‘ _ iPrO/ I M a m i l \‘x r k _ 5 if E‘ ’t 3'3 Fijvtt‘z‘fiwg W 3‘ ‘7 ‘mkjggt é» “affiliates macabre? We, {AA-£63 {Kiri—vs», E“ tic; is?» M} ED??? ‘ ’« tar magmas.“ Mile? Jesuit. ,N 55$?“ 5 M" (m : 'y m Mu» “’ NWWM gin-4kg; 5* j air-'3... am A) 1. wa’ a K343 “<6. «s “.441 “Nae: T: 45.125154? MedChem 563P Conference Sections: Winter Quarter 2009 Tu 10:30—11:20 T473 Th 9:30-10:20 T625 Problem Set # 1 6. Show mechanistically why Sarin is classified as an irreversible inhibitor of AChE. H 3C? 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problem_set_1_key - MedChem 563P ,, _ Conference Sections:...

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