Skip to Content
Merck

03418

L-Rhamnono-1,5-lactone

≥98% (TLC)

Synonym(s):

(3R,4R,5R,6S)-3,4,5-Trihydroxy-6-methyl-3H-4,5,6-trihydropyran-2-one, 6-Deoxy-L-mannonic acid δ-lactone, L-Rhamnoic 1,5-lactone, L-Rhamnonic acid δ-lactone

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C6H10O5
CAS Number:
69992-12-7
Molecular Weight:
162.14
UNSPSC Code:
12352204
NACRES:
NA.32
PubChem Substance ID:
329747627
MDL number:
MFCD28100798
Beilstein/REAXYS Number:
82519

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

L-Rhamnono-1,5-lactone, ≥98% (TLC)

InChI

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

SMILES string

O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)OC1=O

InChI key

ZVAHHEYPLKVJSO-QMKXCQHVSA-N

assay

≥98% (TLC)

form

powder

optical activity

[α]/D -95±5°, c = 3 in H2O

suitability

conforms to structure for Infrared spectrum

storage temp.

2-8°C

Biochem/physiol Actions

Metabolite of L-rhamnose catabolic pathway.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBD8702V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Torsten Haack et al.
The Journal of organic chemistry, 70(19), 7592-7604 (2005-09-10)
[reaction: see text] Two formal total syntheses of the (-)-salicylihalamides, based on chiral pool approaches, are reported. D-glucose and L-rhamnose were used to prepare advanced intermediates 23 and 54, which can be converted in three or four steps, respectively, to
β-Elimination in aldonolactones. the conversion of l-rhamnono-1-5-lactone into 3-benzoyloxy-6-methylpyran-2-one
Varela, O.J., et al.
Carbohydrate Research, 79, 219-224 (1980)
β-Elimination in aldonolactones. Synthesis of 3,6-dideoxy L-arabino-hexose (ascarylose).
Varela, O.J., et al.
Carbohydrate Research, 70, 27-35 (1979)
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
Andreas Reinhardt et al.
Molecular microbiology, 111(4), 1093-1108 (2019-02-02)
The halophilic archaeon Haloferax volcanii utilizes l-rhamnose as a sole carbon and energy source. It is shown that l-rhamnose is taken up by an ABC transporter and is oxidatively degraded to pyruvate and l-lactate via the diketo-hydrolase pathway. The genes

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service