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T1270

Sigma-Aldrich

Thiamine hydrochloride

BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture

Synonym(s):

Aneurine hydrochloride, Vitamin B1 hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C12H17ClN4OS · HCl
CAS Number:
67-03-8
Molecular Weight:
337.27
Beilstein:
3851771
EC Number:
200-641-8
MDL number:
MFCD00012780
UNSPSC Code:
12352207
eCl@ss:
34058006
PubChem Substance ID:
24899952
NACRES:
NA.75

biological source

synthetic (organic)

product line

BioReagent

Assay

≥99.0% (HPLC)

form

powder

mol wt

Mw 337.27 g/mol

technique(s)

cell culture | insect: suitable
cell culture | mammalian: suitable
cell culture | plant: suitable

color

white

mp

250 °C (dec.) (lit.)

solubility

H2O: 50 mg/mL, clear, colorless

application(s)

agriculture

SMILES string

CC1=NC(N)=C(C[N+]2=CSC(CCO)=C2C)C=N1.Cl.[Cl-]

InChI

1S/C12H17N4OS.2ClH/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;;/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);2*1H/q+1;;/p-1

InChI key

DPJRMOMPQZCRJU-UHFFFAOYSA-M

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General description

Thiamine or Vitamin B1 is a positively charged and essential constituent for all tissues. It is present at higher levels in skeletal muscles, liver, kidney, heart, and brain. Thiamine is composed of a pyrimidine ring linked to a thiazole ring via a methylene bridge.

Application

Thiamine hydrochloride has been used as a component:
  • of the vitamin-concentrated stock solution for the preparation of Hv-Ca medium for culturing Haloferax volcanii
  • of the tris-acetate-phosphate (TAP) medium for culturing Chlamydomonas nivalis
  • of modified Bold 3N medium for culturing Chlorella minutissima

Biochem/physiol Actions

Thiamine is converted to thiamine diphosphate post-movement into the cellular membranes by thiamine diphosphokinase. Thiamine diphosphate, an active cofactor is essential for the mechanism of many enzymes involved in the citric acid cycle, the glycolytic pathway, the degradation of branched-chain amino acids, and the pentose phosphate pathway. Thiamine is involved in converting food into energy required for functioning the central and peripheral nervous systems. Lower levels of this vitamin are associated with delirium, Wernicke′s encephalopathy, and Wernicke-Korsakoff syndrome. Thiamine hydrochloride is required to support energy metabolism and amino acid synthesis in cultured cells. It is present in many classical and serum-free formulations.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A convenient one-pot synthesis of formamide derivatives using thiamine hydrochloride as a novel catalyst
Lei M, et al.
Tetrahedron Letters, 51(32), 4186-4188 (2010)
Cinzia Fino et al.
MicrobiologyOpen, 9(8), e1064-e1064 (2020-06-20)
Antibiotic-tolerant persisters are often implicated in treatment failure of chronic and relapsing bacterial infections, but the underlying molecular mechanisms have remained elusive. Controversies revolve around the relative contribution of specific genetic switches called toxin-antitoxin (TA) modules and global modulation of
Richard L Hornsby et al.
Scientific reports, 10(1), 9620-9620 (2020-06-17)
The causative agent of leptospirosis includes multiple serovars and species of pathogenic leptospires that are excreted via urine from reservoir hosts of infection. Primary isolation takes weeks to months, and is limited to semi-solid media at 28-30 °C. Here we present
Roshali T de Silva et al.
Microbiology (Reading, England), 167(2) (2021-01-19)
Some microbes display pleomorphism, showing variable cell shapes in a single culture, whereas others differentiate to adapt to changed environmental conditions. The pleomorphic archaeon Haloferax volcanii commonly forms discoid-shaped ('plate') cells in culture, but may also be present as rods
Joseph E Kerschner et al.
Archives of otolaryngology--head & neck surgery, 135(1), 33-39 (2009-01-21)
To investigate genetic differences in middle ear mucosa (MEM) with nontypeable Haemophilus influenzae (NTHi) infection. Genetic upregulation and downregulation occurs in MEM during otitis media (OM) pathogenesis. A comprehensive assessment of these genetic differences using the techniques of complementary DNA
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