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76712

Sigma-Aldrich

L-Rhamnono-1,4-lactone

≥98% (TLC)

Synonym(s):

6-Deoxy-L-mannonic acid γ-lactone, L-Rhamnonic 1,4-lactone, L-Rhamnonic acid γ-lactone, L-Rhamno-1,4-lactone, NSC 51238

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About This Item

Empirical Formula (Hill Notation):
C6H10O5
CAS Number:
20031-16-7
Molecular Weight:
162.14
Beilstein/REAXYS Number:
82278
MDL number:
MFCD28100800
UNSPSC Code:
12352204
PubChem Substance ID:
329767287
NACRES:
NA.32

assay

≥98% (TLC)

form

powder

optical activity

[α]/D -39±3°, c = 2 in H2O

storage temp.

2-8°C

SMILES string

O[C@H]([C@H]([C@@H](O)C)O1)[C@@H](O)C1=O

InChI

1S/C6H10O5/c1-2(7)5-3(8)4(9)6(10)11-5/h2-5,7-9H,1H3/t2-,3-,4+,5-/m0/s1

InChI key

VASLEPDZAKCNJX-KLVWXMOXSA-N

Biochem/physiol Actions

Metabolite of L-rhamnose catabolic pathway.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
STBD8700V

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Oxidative pathway for L-rhamnose degradation in Pullularia pullulans.
Rigo, L.U., et al.
Canadian Journal of Microbiology, 31, 817-822 (1985)
Suk Min Kim et al.
Extremophiles : life under extreme conditions, 16(3), 447-454 (2012-04-07)
Thermoplasma acidophilum utilizes L-rhamnose as a sole carbon source. To determine the metabolic pathway of L-rhamnose in Archaea, we identified and characterized L-rhamnose dehydrogenase (RhaD) in T. acidophilum. Ta0747P gene, which encodes the putative T. acidophilum RhaD (Ta_RhaD) enzyme belonging
Oxetane cis- and trans-?β-amino acid scaffolds from L-rhamnose by efficient SN2 reactions in oxetane rings; pseudoenantiomeric analogues of the antibiotic oxetin.
Johnson, S.W., et al.
Tetrahedron Asymmetry, 15, 2681-2686 (2004)
L-Rhamnose metabolism in Pichia stipitis and Debaryomyces polymorphus.
Twerdochlib, A.L., et al.
Canadian Journal of Microbiology, 40, 896-902 (1994)
Merlin Eric Hobbs et al.
Biochemistry, 52(1), 239-253 (2012-12-12)
A member of the amidohydrolase superfamily, BmulJ_04915 from Burkholderia multivorans, of unknown function was determined to hydrolyze a series of sugar lactones: L-fucono-1,4-lactone, D-arabino-1,4-lactone, L-xylono-1,4-lactone, D-lyxono-1,4-lactone, and L-galactono-1,4-lactone. The highest activity was shown for L-fucono-1,4-lactone with a k(cat) value of
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