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02300

Sigma-Aldrich

D-(+)-Malic acid

unnatural form, ≥97.0% (T)

Synonym(s):

(R)-(+)-2-Hydroxysuccinic acid, D-Hydroxybutanedioic acid

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1 G
$73.40
5 G
$108.00
25 G
$295.00

$73.40

Estimated to ship onMarch 28, 2025

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1 G
$73.40
5 G
$108.00
25 G
$295.00

About This Item

Linear Formula:
HO2CCH2CH(OH)CO2H
CAS Number:
636-61-3
Molecular Weight:
134.09
Beilstein:
1723540
EC Number:
211-262-2
MDL number:
MFCD00004245
UNSPSC Code:
51113400
PubChem Substance ID:
329747411
NACRES:
NA.22
Assay:
≥97.0% (T)

$73.40

Estimated to ship onMarch 28, 2025

Request a Bulk Order

Quality Level

200

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

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Application

D-(+)-Malic acid can be used:
  • As a starting material for the enantioselective total synthesis of (−)-erinapyrone B.[1]
  • As a chiral organocatalyst in the synthesis of α-aminophosphonates from various aldehydes, aniline, and diethyl phosphite.[2]

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM4184
BCCK3795
BCCF9122
BCCF5577
BCCD0398

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Alexander Meyenberg et al.
Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie, 243(12), 1263-1271 (2005-05-24)
To evaluate the potential of the vitamin E compound alpha-tocotrienol as antifibrotic agent in vitro. Using human Tenon's capsule fibroblast cultures, the antiproliferative and cytotoxic effects of the different vitamin E forms alpha-tocopherol, alpha-tocopheryl acetate, alpha-tocopheryl succinate and alpha-tocotrienol were
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
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.
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
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