Chem 315 Quiz 03 KEY F09

Chem 315 Quiz 03 KEY F09 - Chem 315 I have neither given or...

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Unformatted text preview: Chem 315 I have neither given or received, nor will I Fall ’09 tolerate others' use of, unauthorized aid. Quiz 3 (10 points) , Good luck! Signed [4 t: 7 1. (2 pts.) Although the oc-amino groups for all free amino acids have similar pKa values, the pKa’s of individual amino acids vary in predictable ways. For the amino acids shown, which OL-amino group do you predict would have the higher pKa, the oc—amino group for aspartic acid or for asparagine? Br1eflyeXPla1ny0urch01ce. ASFArLTlL ACID HA5 THE HIGHER PILA e if (9 $3 [5/4 THE -COOQ G-tLOLL? STfiBlL—lléf HBNYC\OO H3N C\Oe UCHZ H0142 THE FMT NfrTE'D FORM ”narrows—[4 (Hr/huyg ' | e°\ //C\ KTABIL 6701““le 1r ”HPNLDEYU‘ To O 09 o NH2 aspartica id asparagine DISSO C [ATE T 1’" t: M AM (“j-E PROTOV‘j N “34> 2. a) (4 pts. ) In the space provided, construct the peptide that IS representedb the fo ow1ng strlng of one- letter abbreviations. Hint. Your peptide should represent the form that minates at pH 7. 4, and the R groups on adjacent amino acids should be trans to each other! \ H c / ’L PINK c a 1 “C3 l <95 M x. O c PH- L H 3 ((1 j \ . 6 0:32}:ch11/ / \ N L o 0 ~ I H N u L b) (2 pts.) Beside each functional group that can lose a proton, list the approximate pKa for that group. Write your answers on the drawing you made in part a). c) (2 pts.) Briefly (but completely) describe the major factors of why adjacent R groups in PINK are trans to one another. You may find it helpful to include an illustration to support your answer. Sigma; / Ste/Lac (,LMHEI rseTWEE/v 2 H5 o/u ADJMENT AWN/vb ACID; ARF Ml/V/MIZED tab/EM fl 64’! anF T’Q’Hj ELECT/towel» DOMBLE Kit/VD (animate/4 0F ”EFT/DE WWW” FIDEVENTJ F/LEE eoTAr/M/ rmwo we Porno/LII] (2 c [1 77M!- NJ d) Extra Credit (1 pts.) Provide the 3-letter abbreviations of each of the aminOo acids in PINK. You Ifoh Elf must get 3 out of 4 correct to earn this point. PM [LE ASN L175 9 I N K ...
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