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About This Item
Linear Formula:
HO2CCH2CH(OH)CO2H
CAS Number:
Molecular Weight:
134.09
UNSPSC Code:
51113400
NACRES:
NA.22
PubChem Substance ID:
EC Number:
211-262-2
Beilstein/REAXYS Number:
1723540
MDL number:
Assay:
≥97.0% (T)
Quality Level
assay
≥97.0% (T)
optical activity
[α]20/D +28.0±2°, c = 5.5% in pyridine
quality
unnatural form
mp
98-102 °C (lit.)
functional group
hydroxyl, carboxylic acid
SMILES string
O[C@H](CC(O)=O)C(O)=O
InChI
1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m1/s1
InChI key
BJEPYKJPYRNKOW-UWTATZPHSA-N
Application
D-(+)-Malic acid can be used:
- As a starting material for the enantioselective total synthesis of (−)-erinapyrone B.
- As a chiral organocatalyst in the synthesis of α-aminophosphonates from various aldehydes, aniline, and diethyl phosphite.
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signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Concise Total Synthesis of (-)-Erinapyrone B from D-(+)-Malic Acid
Samala R, et al.
Synthetic Communications, 44(4), 500-506 (2014)
R Kaminsky et al.
Tropical medicine & international health : TM & IH, 1(2), 255-263 (1996-04-01)
The unique features of purine salvage systems of pathogenic haemoflagellates render them selectively susceptible to the cytotoxic effects of purine analogues. A series of acyclic nucleoside phosphonates were evaluated for activity against pathogenic haemoflagellates in vitro. One of the phosphonylmethoxyalkylpurines
C Orskov et al.
FEBS letters, 247(2), 193-196 (1989-04-24)
We developed specific, C-terminal radioimmunoassays for three proglucagon (PG) fragments: PG 151-158, PG 151-160 and PG 126-159 (glucagon-like peptide-2 (GLP-2] in order to determine the exact C-terminal sequence of the newly isolated GLP-2 in man and pig. The antigens and
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 124281-1G | 04061825852881 |
| 02300-1G | 04061838612359 |
| 02300-5G | 04061838612366 |
| 02300-25G | 04061833037775 |

