ライフサイエンスコーパス: iduronic acid

1 onic residues (sulfated rhamnose, glucuronic/iduronic acid).

2 acid, GlcN is D-glucosamine, and IdoUA is L-iduronic acid).

3 S C(5)-epimerase converts glucuronic acid to iduronic acid.

4 group to the 2-OH-position of glucuronic or iduronic acid.

5 d, primarily 4-O-sulfated, disaccharides and iduronic acid.

6 rmational equilibrium is pH-dependent in the iduronic acid.

7 ry cell mutant defective in 2-O-sulfation of iduronic acid.

8 contains a different sugar unit instead of l-iduronic acid.

9 d disaccharides accompanied by a decrease in iduronic acid 2-O-sulfated disaccharide structures.

10 e contained significantly reduced amounts of iduronic acid and disulfated disaccharides DeltaDi-2,4S

11 We have evaluated a series of iduronic acid and idose donors, including a couple of no

12 nts of 6-O-sulfated glucosamine residues and iduronic acid and somewhat higher levels of N-sulfated g

13 sferases, which in turn lead to the higher L-iduronic acid and sulfate content of heparin versus hepa

14 reased with sulfation at the 2-O position of iduronic acid and the N position of glucosamine.

15 ges between GlcNAc, GlcNAc(6S), or GlcNS and iduronic acid as secondary sites.

16 the glucosamine-glucuronic acid-glucosamine-iduronic acid backbone were successfully produced from a

17 e successfully applied to the synthesis of l-iduronic acid being an essential component of anticoagul

18 mutant (2OST Y94I) transfers sulfate to the iduronic acid but not to the glucuronic acid.

19 noid pentasaccharide, we demonstrated that l-iduronic acid can be replaced by an easier-to-produce l-

20 e, as d-glucuronic acid and its C5 epimer, l-iduronic acid, can both occur.

21 and were more potent than their isosteric l-iduronic acid congeners.

22 d-glucose or a C5-epimer (i.e., l-idose or l-iduronic acid) conjugated with various lipophilic groups

23 sulfate (HS) and dermatan sulfate (DS) are l-iduronic acid containing glycosaminoglycans (GAGs) which

24 a-directing one-pot glycosylations with an l-iduronic acid-containing disaccharide acceptor building

25 tain noncognate GAGs (including sulfated and iduronic acid-containing forms) are elongated by PmHAS (

26 These elements, in addition to iduronic acid demonstrated previously, partially define

27 precede epimerization of glucuronic acid to iduronic acid during dermatan sulfate biosynthesis.

28 NETD is also able to distinguish the epimers iduronic acid from glucuronic acid in heparan sulfate te

29 ed hydrolysis of iduronamide into the parent iduronic acid functionality.

30 lar, the preparation of fully differentiated iduronic acids has proven particularly challenging.

31 Distinguishing the epimers iduronic acid (IdoA) and glucuronic acid (GlcA) has been

32 distinguishes DS from CS is the presence of iduronic acid (IdoA) in DS.

33 fers the sulfo group to the 2-OH position of iduronic acid (IdoA) or glucuronic acid (GlcA) within HS

34 The L-iduronic acid (IdoA) residue is a critically important s

35 ade HS mimetic, which furnishes an exclusive iduronic acid (IdoA) scaffold with different sulfation p

36 The pyranose ring of L-iduronic acid (IdoA), a major constituent of the anticoa

37 component, d-glucuronic acid (GlcA), into l-iduronic acid (IdoA), which provides internal flexibilit

38 of glucuronic acid (GlcA), converting it to iduronic acid (IdoA).

39 Glucuronic (GlcA) and iduronic acids (IdoA) were subsequently defined by (1)H

40 NAc that is substituted with an alpha-linked iduronic acid (IdoUA) at the C-3 hydroxyl.

41 mnose linked to d-glucuronic acid (GlcUA), l-iduronic acid (IdoUA), or d-xylose (Xyl).

42 unique oligosaccharide sequences containing iduronic acid (IdUA), N-sulfated glucosamine residues, a

43 l-Iduronic acid is a key constituent of heparin and hepara

44 hibited the enzyme and that 2-O-sulfation of iduronic acid is tolerated.

45 ggesting that the disaccharide; 2-O-sulfated iduronic acid linked to 6-O-sulfated N-glucosamine, whic

46 saccharide consisting of glucuronic acid (or iduronic acid) linked to glucosamine carrying various su

47 all four anomeric and ring size isomers of l-iduronic acid methyl glycosides, including the first syn

48 in 6-O-sulfation with a parallel increase in iduronic acid mono-2-O-sulfated disaccharides.

49 tact with either the 2-O-sulfo groups of the iduronic acid monosaccharides or the N- and 6-O-sulfo gr

50 ddition to the alpha-linkage anticipated for iduronic acid nucleophiles, resulting in an inseparable

51 lfate consists of glucosamine and glucuronic/iduronic acid repeating disaccharides with various sulfa

52 enriched in MPSIH, representing the terminal iduronic acid residue capping the non-reducing end of th

53 h 6-O-sulfation and, to a lesser extent, the iduronic acid residue playing crucial roles.

54 c mode by converting a glucuronic acid to an iduronic acid residue, and vice versa.

55 catalyst to convert a glucuronic acid to an iduronic acid residue, displaying an "irreversible" cata

56 emonstrated that glucuronic acid rather than iduronic acid residues are important for IRBC binding.

57 ning a glypican 5 core protein and 2-O-sulfo-iduronic acid residues at the nonreducing ends of the gl

58 e interconversion of d-glucuronic acid and l-iduronic acid residues encodes a truncated protein.

59 Although L-iduronic acid residues have been shown to exist in polys

60 These findings suggest that 2-O-sulfated iduronic acid residues in heparan sulfate are important

61 oss-peaks to the anomeric protons of the two iduronic acid residues, which overlap in normal two-dime

62 nked to rhamnose-3-sulfate and glucuronic or iduronic acid ( -Rha3S-GlcA/IdoA-Rha3S).

63 achea cells has a higher content of sulfated iduronic acid than from other tissues.

64 comprised predominantly of 2-O-sulfo-alpha-L-iduronic acid (the I ring) and 2-deoxy-2-sulfamido-6-O-s

65 rase converts some of the glucuronic acid to iduronic acid, thus becoming a substrate for 2OST Y94I.

66 s containing a glypican 5 core and 2-O-sulfo-iduronic acid to promote neural precursor proliferation.

67 rmediate that may be further elaborated into iduronic acid trichloroacetimidate glycosyl donors for t

68 ld be successfully converted into terminal l-iduronic acids via the syn addition of 2-furylzinc bromi

69 tion of D-glucuronic acid to its C5-epimer L-iduronic acid, which is essential for the function of he