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- Indicate the orientation of the chiral center indicated by a red *. Н OH CH3 Molecule 1 Orientation: H н 2H Molecule 2 Orientation: H3C H3C H OH Н 2H CH3Two sugars differing in configuration at a single asymmetric carbon atom are known as epimers. D-mannose is a C-2 epimer of glucose (Structure I), while D-galactose is a C-4 epimer of glucose. Structure Il and IIl are H- -OH но- -H H OH HO H но- H HO H H -OH H- -OH HO OH H -OH H- -OH H OH HO. HO, OH II II Which of the following represents an aldopentose? OH H O HO O HO H но н HO H но- HO H HO H HO- H OH H OH H OH H OH OH HO Он of но" HO O OH он III IV These are chemical messengers that are secreted by endocrine glands and carried through the bloodstream to target tissues. prostaglandin deoxysugar glycoside hormones Which of the following is NOT correctly paired? cellulose: beta-1,4-glycosidic linkage amylose: alpha-1,4-glycosidic linkage chitosan: alpha-1,4-glycosidic linkage cellubiose: beta-1,4-glycosidic linkageVII. Place asterisks at all the chirality centers in the molecule below. O || CH;CHCNH NH₂ cephalexin N S. CO₂H CH3
- Glucose is the most abundant monosaccharide. In energy metabolism it is the most important source of energy for most organisms. Most carbohydrates have several chiral centers. How many chiral centers are present in the straight chain form of glucose? H- ОН НО H- ОН ОН CH,OHQ3: What is the maximum number of stereoisomers possible for each compound? coH OH OH HO OH OH Clavepictine B D-mannose limonene Allokainie acidLOH HO OH Threitol Threitol is a sugar alcohol derived from Threose by catalytic hydrogenation. Is it chiral or meso? OH OH HO HO ОН ОН Galactitol Galactitol is a sugar alcohol derived from galactose by catalytic hydrogenation. Is it chiral or meso? Oll
- How many chiral centers does prostaglandin E2 have? Assign R,S configurations to these centers.5. Cholesterol is one of the important component of animal cell membrane. Label circled chiral centers as R/S, and circle the rest of chiral centers in this compound. b a H НО CholesterolDraw the isomers for each aldotetrose and ketopentose in the figure below and designate each isomer as a D or L sugar and designate also the R and S in every chiral centers. Label the enantiomers and diastereomers respectively. CH,OH C=0 Н—С—ОН Н-С—ОН Н—С—ОН H-C-OH ČH,OH ČH,OH
- 5. Consider the following pairs of structures. Identify the relationship between them (enantiomers, diastereomers, or identical compounds. HOH2C H OH H OH HO H Br H3C Н H H₂CH₂C CI Br H CHO CH3 I CH3 OH OHC Н H OH H OH Bell!! H3C, HO H Н.С H CH₂CH3 CH3 CI HỌ,H CH₂OH BrClassify the structures as being either an enantiomer, diastereomer or diastereomer/epimer of D-glucose. Structure A: CH H- -OH Structure B: но- H- H- OH Structure C: H- он H- -H D-Glucose: OH || CH CH CH он H- он но -H H- он но он но но- H- но H- OH OH но -- H- -H H -Ç-H Structure A: OH Structure B: OH Structure C: OHDetermine and label the configuration of each chiral carbon in the molecule shown below. HN B O FI OH The molecule shown below is the synthetic drug Latuda (Lurasidone) that is prescribed for antipsychotic for the treatment of schizophrenia in adults and adolescents (13-17 years). Examine the molecule carefully and answer the following questions. H 'N (S) H INH (R) (S) (R) IH H (S) O (S) a) Identify and label the functional groups in the molecule. b) Confirm the configuration of each stereogenic (R/S) center the molecule. c) Label the hybridization of all the nitrogen atoms in the molecule d) Circle of the most basic atom in the molecule and estimate the pKa of the conjugate acid of the base.