4-Morpholineethanesulfonic acid

HCID 78165CAS 145224-94-8

Basic information

Standard SMILES
O=S(=O)(O)CCN1CCOCC1
InChIKey
SXGZJKUKBWWHRA-UHFFFAOYSA-N
Molecular formula
C6H13NO4S
Average molar mass
195.24 g/mol
Monoisotopic mass
195.0565289

Overview

2-(N-morpholino)ethanesulfonic acid is an organosulfonic acid and a MES. It is a conjugate acid of a 2-(N-morpholino)ethanesulfonate. It is a tautomer of a 2-(N-morpholiniumyl)ethanesulfonate.

Names & identifiers

Preferred name
4-Morpholineethanesulfonic acid
IUPAC
2-morpholin-4-ylethanesulfonic acid
English name
MES monohydrate
Molecular formula
C6H15NO5S
Molecular weight
213.25

Names & synonyms

4432-31-94-Morpholineethanesulfonic acid2-(N-Morpholino)ethanesulfonic acid2-(4-Morpholinyl)ethanesulfonic acid4-Morpholinethanesulfonic acidMorpholineethanesulfonic acid2-morpholin-4-ylethanesulfonic acidMES (buffering agent)Morpholinoethanesulfonic acid2-(morpholin-4-yl)ethanesulfonic acid2GNK67Q0C4CHEBI:39005
Show more names
MES HYDRATEMES.H2OMES 1HYD FREE ACID XTLMORPHOLINOETHANE SULFONIC ACID MONOHYDRATE2-(N-MORPHOLINO)ETHANESULFONIC ACID HYDRATE4-MORPHOLINEETHANESULFONIC ACID MONOHYDRATEMES-HMES-HOMES)MES MonohydMES MONOHYDRATE
NSC-157116DTXSID4063454MES compoundRefChem:461564DTXCID3040306224-632-32-Morpholinoethanesulfonic acidMES

Database identifiers

CAS
145224-94-8、4432-31-9
PubChem CID
78165
DTXSID
DTXSID4063454
ChEMBL
CHEMBL1234276
ChEBI
CHEBI:39005
UNII
2GNK67Q0C4
EC Number
224-632-3、630-505-7、919-085-9
Nikkaji
J8.725D

Properties

Computed structural properties

XLogP
-3.5
Topological polar surface area
75.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
5
Rotatable bonds
3
Heavy atoms
12

Experimental & physicochemical properties

Chemical ClassesOther Uses -> Biological Buffers
DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionColorless solid; [Merck Index] White powder; [Aldrich MSDS]

Physicochemical properties

Melting point
300 °C · >300 °C(lit.)
Density
10.66 g/mL · 10.66g/mL
bulk density
570 kg/m3 · 570kg/m3
storage temp.
Sealed in dry,Room Temperature
solubility
2 O: · H2O: 0.5 M at 20 °C, clear
form
Powder, Crystals or Flakes

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 97.3% (252 of 259) of all reports.

Not Classified

Aggregated GHS information provided per 259 reports by companies from 7 notifications to the ECHA C&L Inventory.

This chemical does not meet GHS hazard criteria for 2.1% (2 of 96) of reports.

Warning

H315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]

Hazard information

Regulatory Information · 3 items

Chemical: 4-Morpholineethanesulfonic acid

Status: Active Update: 01-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/24714

4-Morpholineethanesulfonic acid: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; [Aldrich MSDS] See Morpholine.
Hazard Classes and Categories · 3 items

Not Classified

Skin Irrit. 2 (100%)

Skin Irrit. 2 (97.9%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
Yes
rtecs
QE3479500
hs_code
29349990
risk_code
36/37/38

Chemistry & industry

Uses & manufacturing

UsesUsed as a biological buffer; [Merck Index]
General Manufacturing Information4-Morpholineethanesulfonic acid: ACTIVE
Applications · 5 items

DescriptionMES Monohydrate is a zwitterionic buffer that is not absorbed through cell membranes and is virtually transparent in UV light. MES is a buffering agent used in many biological and biochemical applications. It is also used as a running buffer for denaturing gel electrophoresis. The characteristics of low UV absorptivity, minimal reactivity, stable pH and solubility in water allow MES Monohydrate to be used as a Good's buffer.

UsesMES Monohydrate has been used:To adjust the pH of growth medium to 5.5-7.0 in an in vitro cell wall stress assayAs a buffering agent to stabilize enzymatic solutionsAs a component of PAGE running buffer

UsesMES monohydrate is a biological buffer often referred to as Goods buffer. It is useful for cell culture media and protein based buffer formulations to maintain a stable environment in solution. It is also used in the purification bioprocesses of antibodies, peptides, proteins, blood components and growth factors. It is a useful resolving agent for very small proteins on bis-tris gels. Buffer solutions are used as a means of keeping pH at a nearly constant value in a wide variety of chemical applications.

UsesMES monohydrate is a buffering agent used in biochemistry and molecular biology that was selected and described by Good et al. It is a zwitterionic, morpholinic buffer that is useful for a pH range of 5.5 – 6.7 and commonly used for cell culture media, as a running buffer in electrophoresis, and for protein purification in chromatography. MES lacks the ability to form a complex with most metal ions and is recommended for use as a non-coordinating buffer in solutions with metal ions. MES is often used in buffered culture media for bacteria, yeast, and mammalian cells. It is toxic towards plants at high concentrations, but can be used in culture media at lower concentrations for plants. Due to low ionic mobility, MES is regarded as an excellent buffer for use in capillary electrochromatography. MES is often employed as a substitute for the highly toxic cacodylate, as well as a substitute for the non-zwitterionic buffers citrate and malate. MES complexes with some organotin(IV) molecules that are being explored as antitumor agents.MES free acid or MES free acid monohydrate can be mixed with MES sodium salt to acquire desired pH. Alternatively, MES free acid or MES free acid monohydrate can be titrated with sodium hydroxide to attain desired pH.

General Descriptionbuffer substance MES

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]

Related reactions

36 records

Linked notes

Loading…