02300
D-(+)-Malic acid
unnatural form, ≥97.0% (T)
Synonym(s):
(R)-(+)-2-Hydroxysuccinic acid, D-Hydroxybutanedioic acid
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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
carboxylic acid, hydroxyl
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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Jian Yang et al.
Scientific reports, 8(1), 10253-10253 (2018-07-08)
Impactful dietary RNA delivery requires improving uptake and enhancing digestive stability. In mouse feeding regimes, we have demonstrated that a plant-based ribosomal RNA (rRNA), MIR2911, is more bioavailable than synthetic MIR2911 or canonical microRNAs (miRNAs). Here mutagenesis was used to
Dong Li et al.
The Journal of cell biology, 191(3), 631-644 (2010-10-27)
Human embryonic stem cells (ESCs [hESCs]) proliferate as colonies wherein individual cells are strongly adhered to one another. This architecture is linked to hESC self-renewal, pluripotency, and survival and depends on epithelial cadherin (E-cadherin), NMMIIA (nonmuscle myosin IIA), and p120-catenin.
Concise Total Synthesis of (-)-Erinapyrone B from D-(+)-Malic Acid
Samala R, et al.
Synthetic Communications, 44(4), 500-506 (2014)