Yariv reagent

Yariv reagent
	; Yariv reagent. Three example R groups shown: β-D-Galactose (βGal), β-D-Glucose (βGlc), β-D-Mannose (βMan).
Identifiers
3D model (JSmol)	alpha-Galactosyl: Interactive image; beta-Glucosyl: Interactive image;
PubChem CID	alpha-Galactosyl: 136693563; beta-Glucosyl: 136594507;
	InChI alpha-Galactosyl: InChI=1S/C42H48N6O21/c49-13-22-28(52)34(58)37(61)40(67-22)64-19-7-1-16(2-8-19)43-46-25-31(55)26(47-44-17-3-9-20(10-4-17)65-41-38(62)35(59)29(53)23(14-50)68-41)33(57)27(32(25)56)48-45-18-5-11-21(12-6-18)66-42-39(63)36(60)30(54)24(15-51)69-42/h1-12,22-24,28-30,34-44,49-54,56,58-63H,13-15H2/t22-,23-,24-,28+,29+,30+,34+,35+,36+,37-,38-,39-,40+,41+,42+/m1/s1 Key: CDYGCPPQERMCPE-LKQUKSTNSA-N; beta-Glucosyl: InChI=1S/C42H48N6O21/c49-13-22-28(52)34(58)37(61)40(67-22)64-19-7-1-16(2-8-19)43-46-25-31(55)26(47-44-17-3-9-20(10-4-17)65-41-38(62)35(59)29(53)23(14-50)68-41)33(57)27(32(25)56)48-45-18-5-11-21(12-6-18)66-42-39(63)36(60)30(54)24(15-51)69-42/h1-12,22-24,28-30,34-44,49-54,56,58-63H,13-15H2/t22-,23-,24-,28-,29-,30-,34+,35+,36+,37-,38-,39-,40-,41-,42-/m1/s1 Key: CDYGCPPQERMCPE-DTYGZFTESA-N;
	SMILES alpha-Galactosyl: C1=CC(=CC=C1NN=C2C(=C(C(=O)C(=NNC3=CC=C(C=C3)O[C@@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)C2=O)N=NC5=CC=C(C=C5)O[C@@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)O)O[C@@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O; beta-Glucosyl: C1=CC(=CC=C1NN=C2C(=C(C(=O)C(=NNC3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C2=O)N=NC5=CC=C(C=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O;
Properties
Chemical formula	C42H48N6O21
Molar mass	972.867 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Yariv reagent (1,3,5-tri(p-glycosyloxyphenylazo)-2,4,6-trihydroxybenzene) is a glycosylated phenolic compound that binds strongly to galactans and arabinogalactan proteins.^[1]^[2]^[3] It can therefore be used in their detection, quantification, precipitation, isolation, staining, and interfere with their function.^[3]^[4] It was initially synthesised in 1962 as an antigen for carbohydrate-binding antibodies but has subsequently become more broadly used.^[1]^[5] There are many variants of Yariv reagents which vary in the glycosyl groups on the outside of the structure, typically glucose, galactose, and mannose.^[6]

A biographical article about Joseph Yariv was published by the Journal of Applied Crystallography. ^[7]

References

↑ ^1.0 ^1.1 , Wikidata Q30798155
↑ , Wikidata Q33531883
↑ ^3.0 ^3.1 , Wikidata Q38318749
↑ , Wikidata Q74315380
↑ , Wikidata Q42554063
↑ "Yariv reagents for detection and quantitation of arabinogalactan-proteins". Biosupplies Australia. http://biosupplies.com.au/assets/files/docs/100-2_3_4_5_6_8.pdf.
↑ John R. Helliwell and Yariv family, "Joseph Yariv (1927–2021)", Journal of Applied Crystallography, Volume 54| Part 3| June 2021| Pages 1025-1026, doi:10.1107/S1600576721004453

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Original source: https://en.wikipedia.org/wiki/Yariv reagent. Read more

[:1-1] 1.0 ^1.1 , Wikidata Q30798155

[2] , Wikidata Q33531883

[:0-3] 3.0 ^3.1 , Wikidata Q38318749

[4] , Wikidata Q74315380

[5] , Wikidata Q42554063

[6] "Yariv reagents for detection and quantitation of arabinogalactan-proteins". Biosupplies Australia. http://biosupplies.com.au/assets/files/docs/100-2_3_4_5_6_8.pdf.

[7] John R. Helliwell and Yariv family, "Joseph Yariv (1927–2021)", Journal of Applied Crystallography, Volume 54| Part 3| June 2021| Pages 1025-1026, doi:10.1107/S1600576721004453

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Identifiers
Yariv reagent. Three example R groups shown: β-D-Galactose (βGal), β-D-Glucose (βGlc), β-D-Mannose (βMan).
3D model (JSmol)	alpha-Galactosyl: Interactive image beta-Glucosyl: Interactive image
PubChem CID	alpha-Galactosyl: 136693563 beta-Glucosyl: 136594507
InChI alpha-Galactosyl: InChI=1S/C42H48N6O21/c49-13-22-28(52)34(58)37(61)40(67-22)64-19-7-1-16(2-8-19)43-46-25-31(55)26(47-44-17-3-9-20(10-4-17)65-41-38(62)35(59)29(53)23(14-50)68-41)33(57)27(32(25)56)48-45-18-5-11-21(12-6-18)66-42-39(63)36(60)30(54)24(15-51)69-42/h1-12,22-24,28-30,34-44,49-54,56,58-63H,13-15H2/t22-,23-,24-,28+,29+,30+,34+,35+,36+,37-,38-,39-,40+,41+,42+/m1/s1 Key: CDYGCPPQERMCPE-LKQUKSTNSA-N beta-Glucosyl: InChI=1S/C42H48N6O21/c49-13-22-28(52)34(58)37(61)40(67-22)64-19-7-1-16(2-8-19)43-46-25-31(55)26(47-44-17-3-9-20(10-4-17)65-41-38(62)35(59)29(53)23(14-50)68-41)33(57)27(32(25)56)48-45-18-5-11-21(12-6-18)66-42-39(63)36(60)30(54)24(15-51)69-42/h1-12,22-24,28-30,34-44,49-54,56,58-63H,13-15H2/t22-,23-,24-,28-,29-,30-,34+,35+,36+,37-,38-,39-,40-,41-,42-/m1/s1 Key: CDYGCPPQERMCPE-DTYGZFTESA-N
SMILES alpha-Galactosyl: C1=CC(=CC=C1NN=C2C(=C(C(=O)C(=NNC3=CC=C(C=C3)O[C@@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)C2=O)N=NC5=CC=C(C=C5)O[C@@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)O)O[C@@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O beta-Glucosyl: C1=CC(=CC=C1NN=C2C(=C(C(=O)C(=NNC3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C2=O)N=NC5=CC=C(C=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
Properties
Chemical formula	C₄₂H₄₈N₆O₂₁
Molar mass	972.867 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Yariv reagent

Topic: Chemistry

References