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Which of the following sugars are reducing sugars? Comment on the common name sucrose for table sugar.

(a) methylDgalactopyranoside (b) Lidopyranose (an aldohexose)

(c) Dallopyranose (d) Lribofuranoside

(e) (f)

Short Answer

Expert verified

(a) non-reducing sugar

(b) reducing sugar

(c) reducing sugar

(d) non-reducing sugar

(e) reducing sugar

(f) non-reducing sugar

Step by step solution

01

Reducing and non-reducing sugars

Carbohydrates are further divided into two categories: reducing sugars and non-reducing sugars. Reducing sugars are carbohydrates that can reduce Fehling's solution and Tollens reagent, but non-reducing sugars cannot reduce Fehling's solution or Tollens reagent. Except for sucrose, all monosaccharides and disaccharides are categorised as reducing sugars. Furthermore, hemiacetals are reducing sugars, whereas acetals are non-reducing sugars.

02

General rule for identifying reducing and non-reducing sugars

A sugar whose name ends with the suffix 鈥-ose鈥 is a reducing sugar while the sugar whose name ends with suffix 鈥-oside鈥 is a non-reducing sugar.

03

Identification of the given sugars as reducing or non-reducing.

(a) The name for the sugar methylDgalactopyranosideends with the suffix鈥-oside鈥. Hence, it is a non-reducing sugar (acetal).

(b) The name for the sugar Lidopyranoseends with the suffix鈥-ose鈥. Hence, it is a reducing sugar (hemiacetal).

(c) The name for the sugar ends with the suffix鈥-ose鈥. Hence, it is a reducing sugar (hemiacetal).

(d) The name for the sugar h ends with the suffix鈥-oside鈥. Hence, it is a non-reducing sugar (acetal).

(e) The structure of the sugar is shown below

Sugar

(f) Sucrose is a non-reducing sugar since their glycosidic bond is between their respective hemiacetal carbon atom. It is a disaccharide and often called table sugar or cane sugar.

Sucrose

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Most popular questions from this chapter

Predict the products obtained when D-galactose reacts with each reagent.

(a) Br2 and H2O

(b) NaOH,H2O

(c)CH3OH, H+

(d) Ag(NH3)+2OH+

(e) H2, Ni

(f) excess Ac2O and pyridine

(g) excess CH3I ,Ag2O

(h) NaBH4

(i) Br2 , H2O then H2O2 and Fe2(SO4)3

(j) (1) KCN/HCN; (2) H2 Pd/BaSO4; (3) H3O+

(k)excess HIO4

Draw the expected product of the reaction of the following sugars with excess methyl iodide and silver oxide.

  1. 伪-顿-蹿谤耻肠迟辞蹿耻谤补苍辞蝉别
  2. 尾-顿-驳补濒补肠迟辞辫测谤补苍辞蝉别

Erwin Chargaff鈥檚 discovery that DNA contains equimolar amounts of guanine and cytosine and also equimolar amounts of adenine and thymine has come to be known as Chargaff鈥檚 rule:

G = C and A = T

(a) Does Chargaff鈥檚 rule imply that equal amounts of guanine and adenine are present in DNA? That is, does G = A?

(b) Does Chargaff鈥檚 rule imply that the sum of the purine residues equals the sum of the pyrimidine residues? That is, does A + G = C + T?

(c) Does Chargaff鈥檚 rule apply only to double-stranded DNA, or would it also apply to each individual strand if the double helical strand were separated into its two complementary strands?

Fructose is found in many fruits. From memory, draw fructose in

  1. the Fischer projection of the open chain.
  2. The most stable chair conformation of the most stable pyranose anomer.
  3. The Haworth projection of the most stable pyranose anomer

Draw the following sugar derivatives.

  1. ethyl--D-glucopyranoside
  2. 2,3,4,6-tetra-O-ethyl-D-mannopyranose
  3. 1,3,6-tri-O-ethyl-D-fructofuranose
  4. Ethyl-2,3,4,6-tetra-O-methyl--D-galactopyranoside
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